boston travel guide 2023

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Embark on a uniquely Boston experience with a Swan Boat ride in the Public Garden. Nestled in the heart of the city, the Swan…

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Best of Boston | 2023 Summer Travel Guide

With an eye on what’s new for 2023, Yankee’s editors round up the best attractions, eateries, and hotels in Boston, Massachusetts.

By Yankee Editors

Apr 29 2023

Best of Boston 2023

Looking for fun things to do in Boston this summer? With an eye on what’s new for 2023, Yankee’s editors have rounded up the best things to do, the best places to eat, and the best places to stay in Boston, Massachusetts. For more of our Massachusetts picks, check out our spotlight guide to Worcester or our comprehensive Best of Massachusetts 2023 guide .

Editors’ Picks: Best Things to Do in Boston in 2023

Best African Diaspora Cuisine in Boston | Comfort Kitchen , Dorchester

The mission of Comfort Kitchen is far more ambitious than “merely” serving delicious food, though one bite of the jerk-roasted duck or the Basque cheesecake will check that box. The Dorchester restaurant weaves a narrative of the global spice trade, demonstrating on each plate how the cuisines of Asia, Africa, the Middle East, and beyond informed and influenced one another. During the day, Comfort Kitchen is a cozy café serving overnight oats with Nutella and gorgeous sandwiches; at night, the real storytelling begins.

Plan Your Perfect Summer Adventure: Get The Free Ultimate New England Summer Guide!

Best Budget-Chic Hotel in Boston | CitizenM Boston North Station , Boston

The 272-room hotel stacked atop TD Garden and North Station prides itself on “affordable luxury for the people.” And at about 183 square feet apiece, CitizenM’s rooms deliver sleek, smart spaces that make use of every inch. King-size beds and slumber-inducing duvets cozy up the experience, while the hotel lobby features a self-service check-in and grab-and-go food options that won’t hold you back from exploring the city.

Can’t-Miss Museum in Boston | Museum of Fine Arts , Boston

The MFA has been the beating heart of the Boston art scene since 1870, presenting its collection in ways intended to foster a deeper understanding of our past, present, and future. Case in point: the ongoing multigallery exhibit “Stories Artists Tell,” in which each gallery has a theme that both stands on its own and complements its companion galleries in creating an unforgettable visual anthology.

Best Chinese Restaurant in Boston | Yunnan Kitchen , Boston

The Yunnan province of China, located in the far southwest on the Laos border, boasts a cuisine rich in aromatic ingredients like chilies, citrus, pineapples, mushrooms, and pickles. Yisha Siu brought this underrepresented cuisine to Boston’s South End last spring after a successful run in Brighton. Try the crispy Yunnan pancake (think giant latke, but more flavorful), the fried mushroom starter, or the stir-fried beef with fresh mint .

Best Food Hall in Boston | High Street Place , Boston

If Boston’s financial district workers are reluctant to return to in-person work, lunch at High Street Place will sweeten the deal considerably. This jam-packed food hall features some of Boston’s top eateries: Blackbird Doughnuts, Gracenote Coffee, Mamaleh’s Deli, Hayley Jane’s Fried Chicken. The crowning Jewel: Chef Tiffani Faison’s trio of restaurants, with Tenderoni’s excellent pizza, the Bubble Bath champagne and wine bar, and Dive Bar, home of Boston’s best lobster roll.

Foodie Find: Best Food Market in Boston | EBO & Co. Grocery , East Boston

Spun off from owner Alexis Cervasio’s cult-favoriteoyster popup, EBO & Co. Grocery turns a trip to the market in East Boston into a full-blown gourmet experience. Bursting with color and worthy of an Instagram check-in, Cervasio’s merchandise covers every category, from elusive wines and her own caviar line to Iggy’s Bread croissants and Parlor Ice Cream. There’s even an entire wall dedicated to hot sauce.

Best Ghost Tour in Boston | Ghosts and Gravestones , Boston

Travel back in time by trolley to Victorian-era Boston as you navigate the city’s spookiest historic sites. Costumed guides cloaked in capes and corsets lead guests through winding graveyards while relaying bone-chilling tales of ghastly figures and ghostly phenomena. While tours lean heavily into a kitschy vibe, their creepy tales will satisfy both history buffs and paranormal enthusiasts of all kinds.

In-Town Glamping in Boston | Backstage at The Verb Hotel , Boston

One of Boston’s most unusual overnight stays comes complete with a heavy dose of nostalgia and luxe accessories. Curated artwork and rare music collectibles adorn each of Backstage’s glammed-up trailers, while plush king-size beds and high-end linens amp up the experience (as do turntables with access to The Verb’s vinyl library). The hotel’s heated pool invites you to take a dip, and Fenway concerts are so close that you won’t even need to buy a ticket to hear it all.

Best Luxury Suite in Boston | John Adams Presidential Suite at Boston Harbor Hotel , Boston

Arrive by land or sea, duck into your private elevator, and foil the paparazzi. Boston’s most exclusive suite—a 4,800-square-foot, natural-light-kissed designer’s dream inside Boston Harbor Hotel’s iconic rotunda—comes with unmatched amenities including a stocked bar and theater-caliber media room, plus personalized chef and dedicated concierge services. Through a window wall 20 feet tall or from your 1,000-square-foot heated, open-air terrace, the historic harbor is ever in view.

Best New Hotel in Boston | Raffles Boston Back Bay Hotel & Residences , Boston

If it’s anything like the original in Singapore, Raffles’s first North American hotel will find its way into literary works, mixology history, and vacation memories steeped in the allure of a world-class city. The 35-story, reflective-glass tower is an instant landmark. Book the moment that reservations open this summer, and be among the first to sip drinks in the Sky Bar, pose on the Grand Stair, and put Raffles butlers’ legendary service to the test.

Best New Boston Restaurant | Faccia a Faccia , Boston

Ken Oringer and Jamie Bissonnette are such seasoned restaurateurs that they make opening an award-winning eatery on Newbury Street (land of outrageous rents, no parking, and so-so lunch spots) look effortless. Come for a post-shopping dinner, stay for agnolotti with lobster, sunchokes, and almond or crispy chicken Milanese with shaved artichokes and truffles. Start with the crudos, end with baked Sorrentina (like baked Alaska, but with gelato and yuzu cream).

Best Pizza in Boston | Si Cara , Cambridge

Neapolitan canotto -style pizza is remarkable for an extra-puffy crust that takes up about a quarter of the pie’s diameter. It’s crisp, chewy, and tangy from the sourdough starter. And no one in New England does it better than Si Cara, Michael Lombardi’s new pizzeria and wine bar. In summer, we love the classic Margherita. In fall, the winter squash pie with Marcona almonds and prosciutto is the ultimate slice.

Check out our full 2023 Best of New England Summer Travel Guide to find our current editors’ picks in all six New England states.

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Home » North America » USA » Boston

The BEST Boston Travel Guide (Budget Tips • 2024)

Before jumping into this Boston travel guide, I have good news and bad news.

The good news is: Boston is a really rad city these days. The bad news is: no one really talks with a Boston accent like Matt Damon or Ben Affleck from Good Will Hunting anymore.

Whether you’re greeted with a “good morning!” or a “good mawnin!” Boston is still one of the best cities in America.

Aside from being stunning, Boston is jam-packed with historical sites, great food, and unabashed character. For visitors and residents alike, there are so many things to do and see here that having the best Boston city travel guide pays off dividends.

I’ve taken all of my insider knowledge of the city and poured it into this one travel guide so that you can have a grand ol’ time in Boston.

You’ll soon know all about the best cheap things to do in Boston, where to stay on a budget, sample Boston itineraries, and the best places to drink.

Basically–you’ll be ready to hit the streets of Boston and explore them as the locals do. So what are you waitin’ for? Let’s get to it people!

We’re headin’ to Beantown…

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Why Visit Boston?

A sample 3-day itinerary for boston, 10 top things to do in boston, backpacker accommodation in boston, boston backpacking costs, best time to travel to boston, staying safe in boston, how to get into and around boston, working and volunteering in boston, nightlife in boston, faqs about traveling in boston, final advice before visiting boston.

Boston is one of the coolest cities to add to your USA backpacking itinerary. It’s a charming place that’s easily digestible, idyllic in summers, and – best of all – it truly has something for everyone.

From its serene harbor and many historical locales to some of America’s most iconic sports teams, Boston is a place for backpackers, families, and anyone and everyone in between. Bostonians love their city, and as it’s home to just over 600,000 people, it has a small-town charm amidst the high-rises and luxury condos.

Boston can also transport you back hundreds of years into the past if you let it: old graveyards, the oldest park in the United States, and a whole lot more. And I can’t even talk about Boston travel without mentioning Fenway Stadium which has been open for ballgames since 1912.

Add in some of the best universities in the world (big up Boston, MIT & Harvard University!), New England seafood, and pedestrian-friendly streets and you have yourself one heck of a small city!

Plus, it’s the only place in the US where you can experience the unique version of English known as the Boston accent.

What are the Major Attractions in Boston?

Boston is one of the most historical places to visit in the USA , so it’s no surprise that a few of the city’s top attractions are related to its past. Additionally, Boston is a major sports and foodie destination: you certainly won’t go hungry during your visit. The city’s nickname is even derived from some food: Boston baked beans.

As much as I recommend taking some time to simply wander around and see where you end up, there are a few Boston attractions that you just can’t miss:

• The Freedom Trail
• Fenway Park
• Quincy Market
• Boston Public Garden

How Long to Spend in Boston?

As aforementioned, Boston ain’t big. It might not be the smallest city in the US, but it’s far from the largest. That means you can hit all the main sights relatively quickly!

3 days is the ideal amount of time to spend in the city, which would make for a nice weekend in Boston , though weekdays tend to be less busy for most of the year.

The following is a sample 3-day Boston itinerary. Don’t worry, we’re gonna cover most of the top destinations that were already mentioned in this travel guide, as well as some of the other best places to visit in Boston .

Day 1 in Boston: All About Downtown

Make sure you have a comfortable pair of shoes because we’re kicking off this Boston itinerary with a long day!

Start by catching the T all the way to Fenway Park , which is one of the most famous stadiums in the USA. (Bostonians treat it like a church.) Baseball rallies are held here regularly and most of the bars are packed, regardless of whether there’s a game in progress or not.

Let’s depart from Fenway and head deeper into Downtown . Cross the Back Bay Fens and Fenway Garden Society and or Boylston Street , which is one of the city’s main roadways.

Walk about 20 minutes through the Back Bay district until you reach one of my favorite spots: Copley Square . This square hosts some of the most arresting buildings in Boston, including the Public Library , Trinity Church , and John Hancock Tower , all of which create a wonderful juxtaposition.

Continue walking east and soon you’ll arrive at the Boston Commons – the largest and most important park in the city. The Commons is a very popular place to hang out in, no matter what time of the year. Going for a swan boat ride is somewhat customary in the Commons, if not a little touristy.

Just north of the Commons is Beacon Hill , which is one of the most historically significant areas in Boston. Lined with brownstones, paved with cobblestones, and topped by the magnificent State House , Beacon Hill is like a time capsule from Colonial days.

Let’s wrap up our day and make a beeline for North End for dinner. The North End is the old Italian quarter and is one of the coolest places to eat in Boston. Here, the pasta is piled high, the meatballs are fat, and the bakeries are just about endless. Thanks, Italy.

Day 2 in Boston: Visiting Cambridge

Though not technically a part of Boston, nearby Cambridge is still totally worth checking out thanks to its prestigious institutions. Most notably, Cambridge hosts two of the most famous universities in the world – MIT and Harvard University.

Let’s begin the second day of our Boston travel guide at the famed Harvard University .

If you grabbed the T, the first place that you’ll see on campus is Harvard Yard . The Yard is the oldest part of the campus and has been the setting for many films. The Yard is a bucolic setting and will probably be overrun by scampering students.

As you wander around the campus, you’ll notice that the architecture of Harvard is a gorgeous blend of several styles – Gothic, Classical, Revival – yet every building is still made from that quintessential red brick. Several of these buildings host noteworthy museums that are open to the public. For me, a tour of the campus is reason enough to visit Cambridge.

Let’s depart Harvard and visit a very different college: MIT (Massachusetts Institute of Technology).

Whereas Harvard excels in the fine arts and business, MIT is all about engineering and the sciences. MIT’s most notable building is the Great Dome – a fine example of neoclassicism. Aside from this triumphant building, there are lots of ultra-modern buildings on the MIT campus and these make for great foils to Harvard’s more traditional styles.

As you leave MIT, you will be greeted by the Charles River and the Boston skyline in the distance. This shoreline has one of the best views of the city and is a great place to catch the sunset.

If you’d like a nice quiet place to reminisce about the day, head to nearby Kendall Square Roof Garden , which is one of the best secret places in Boston and will reopen with its new sexier-than-ever design in Summer 2022.

Day 3 in Boston: South and East Boston

On the final day of this Boston travel itinerary, you’re going to explore the edges of the city.

Let’s start in South Boston – home of Irish haunts and all things “wicked”. South Boston had a bad rap for a lot of years, being the headquarters for much of the city’s organized crime, but it has really cleaned up its act.

South Boston AKA “ Southie ” is now one of the most desirable areas of the city.

The most noticeable trait of South Boston is the Southie Boston accent, which has served as the inspiration for just about every bad Boston impression. While the accent isn’t as strong these days, hearing some old Southie ask for a “ qua-ffee regula ” from Dunkin Donuts might really make your day. Eavesdrop on some local banter before the accent disappears altogether.

Next, head up to the  Seaport District , which is basically South Boston’s waterfront. This district is undergoing a huge renaissance and is home to many of the city’s best museums. Here you’ll find excellent institutions like the Children’s Museum , Institute of Contemporary Art , and the Tea Party Museum .

To wrap up South Boston, head across the channel and back into the Downtown area. You’ll first run into Chinatown/Leather District but head north to eventually arrive at the Long Wharf .

Long Wharf is home to many of the city’s most well-known attractions, particularly Quincy Market , where you can grab a delicious meal on the cheap.

From the wharf, you can catch a water taxi to East Boston and then walk to Lo Presti Park . With unbeatable views of the city and plenty of athletic facilities, there are few better things to do at night in Boston than hang out here.

Spending More Time in Boston?

Got more time on your hands? There are plenty more things to do in and around Boston to keep you busy for way more than a weekend! Here are some of the more offbeat adventures the city has to offer:

• Chill at Corey Hill Park : Another stellar park in Boston that’s often skipped by tourists is Corey Hill, which actually sits over 260 feet above sea level. The park is over 4 acres, and has great spots for relaxing, exercising, or picknicking.
• See a show at Symphony Hall : Constructed at the turn of the 20th century, this is regarded as one of the top three concert halls in the world . Many people plan their trips to Boston around the shows, and the schedule is certainly worth checking if near perfect acoustics appeal to you!
• Enjoy the Observation Deck : The Observation deck–at Independence Wharf–provides iconic vistas of Boston for free! Contained with an old warehouse, there are both indoor and outdoor portions for your free viewing pleasure! Just be sure to bring some type of ID with you as it’s required.
• Visit the MIT Museum : The Massachussetts Institute of Technology was established in 1971 and is now one of the most prestigious universitiies in the world. You can find a number of fascinating exhibits here pertaining to artificial inteligence and all other facets of technological research.
• Tour the Samuel Adams Brewery : While it might be the smallest out of the Boston Beer Company’s many breweries, the Samuel Adams location is the only one that gives tours! The tours are either free or cheap and give you a chance to get to know the brand’s history and sample some beers while you’re at it.

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Here are some of the best things to do in Boston that you really shouldn’t miss:

1. Walk the Freedom Trail

No Boston travel guide is complete without suggesting a walk on the terrific Freedom Trail. This pathway visits most of the city’s most important historical attractions including the Boston Commons , Bunker Hill Monument , and Paul Revere’s House . Best of all – it’s free!

2. Feast in the North End

Since this is the Italian Quarter, there really is nothing better to do than eat pizza and Italian food. You won’t have much trouble finding a place to eat considering every other shop is either a restaurant or bakery. You won’t find me complaining.

3. Catch the ferry to East Boston

One of the best places to visit in Boston (that may also be a bit surprising) is East Boston. This part of town, specifically around Lo Presti Park, offers unrivaled views of the city and the journey across Boston Harbor is pretty sweet too!

4. Visit the hallowed Fenway Park

Fenway Park is probably the most beloved structure in the entire city and is just about as important to Bostonians as anything. For the most Boston experience ever, catch a game here and sit in the legendary Green Monster.

Boston Red Sox forever!

5. Discover the Mapparium

What’s cooler for world travelers than walking inside a giant freakin’ globe?! Hidden inside the Mary Baker Eddy Library, this interactive art installation allows you to see the world from a whole different perspective. This is seriously a great spot for any interested in geography.

6. Snap some pics in Beacon Hill

Beacon Hill is probably the prettiest neighborhood in Boston thanks to its charming colonial architecture and cobblestone streets. While I loved visiting the historic State Building, nothing really tops the eminently quaint Acorn Street.

7. Go for a run on the Esplanade

Boston is an active town and it seems like there’s always some type of organized workout going on. There is no better place to go for a run than the Charles River Esplanade . In the summer, this area is just gorgeous and will certainly give you something to think about while you sweat.

8. Have a picnic in the Boston Commons

One of the most classic and coolest places to eat in Boston is the Commons. This giant parkland is a gathering place for all kinds of folks. You’ll see plenty of people picnicking here in the afternoon.

9. Get off the beaten path in Boston

There are tons of secret spots in Boston that only require a little extra effort to see. Mix things up by visiting the Ruins of Schoolmaster Hill , the Sacred Cod of State House , or the Ether Dome .

10. Visit the Boston Museum of Fine Arts

Containing over 450,000 works of art, the Boston Museum of Fine Arts is the 14th largest art museum in the world. Founded in 1870, the museum includes paintings, sculptures, and hosts fine temporary exhibitions alongside its permanent treasures. Admission is $27.

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Boston has a huge variety of accommodation catering to all sorts of travelers. Whether you’re a backpacker, a working professional, or traveling on a family trip, there’s something for you in Boston.

I previously mentioned that lodging in Boston is very expensive. Unless you’re insistent on having a private apartment or room, I highly recommend staying at a hostel .

They’re affordable, fun, and of a high standard. There are many quality hostels in Boston , so don’t feel like you have to settle for a fuck-bucket of a party option.

If you really wanted your own place, then you can check out Airbnb . Hotels are often bland and impersonal, not to mention expensive. There are some really cool Airbnb options in Boston that offer great experiences. I stayed in a great one on Newbury Street.

The best way to save on accommodation in Boston is to go camping . You’ll often have to stay quite far outside of the city, but if you have a car and some quality backpacking gear , then this problem can be alleviated. Just drive to the nearest subway stop and take the train into the city (driving in the city is a nightmare). Don’t forget a tent either!

The Best Places to Stay in Boston

Here are some of the best places to stay in Boston with the best neighborhoods to choose from.

If you’re visiting Boston for the first time, there’s no better neighbourhood than Back Bay. Centrally located and well connected, Back Bay is close to everything.

Downtown is far and away the most iconic neighbourhoods in Boston. It is home to a number of historic sites and cultural gems, including Boston Common and Boston Public Gardens.

Chinatown is a small but vibrant neighbourhood located in central Boston. It is the fourth largest Chinatown in the United States and this neighbourhood is home to incredible restaurants and colourful shops.

Boston’s South End neighbourhood is one of the most overlooked and underrated areas of the city. Within South End, you’ll find some of the best restaurants and art galleries in the city and can enjoy a hip yet relaxed atmosphere.

Jamaica Plain

For families with children, there’s no better neighbourhood than Jamaica Plain. A quiet and residential district south of the city centre, Jamaica Plain has charming restaurants, cute cafes and a great selection of green spaces to explore.

Boston is one of the most expensive cities in the USA, mostly because of astronomical property values.

Thankfully, this trend doesn’t affect tourism too much and Boston is still relatively affordable when compared to other major East Coast cities (New York and DC are much more expensive). Ultimately, Boston can be cheap, but only with the proper guidance and habits in place.

With plenty of tips to visit Boston on a shoestring budget, maybe you’ll even get by on $10/day.

A lower average daily budget for Boston will be around $60-$80 . This includes a dorm bed, groceries, public transport, and some spending money.

Without question, lodging will be your greatest expense in Boston. Yep, accommodation in Boston ain’t cheap. Unless you’re willing to splurge on a hotel or Airbnb – often just as expensive as those in New York – you’re gonna have to stick to the Boston hostels and guesthouses.

You can also look into urban campgrounds and utilize Couchsurfing if you like, but these options are limited.

The prices of food and drink vary widely. For example, the central districts of Boston and Cambridge can be particularly expensive.

Even Quincy Market, long hailed for its street food, is sorely lacking in truly affordable options these days. Hit up the outer suburbs of East Boston, South Boston, and Allston for cheaper offerings.

Public transport is cheap and effective in Boston, but since trips are one-way, tickets add up quickly. Consider buying a daily/weekly pass if you think you’ll be using transit often.

A Daily Budget in Boston

Here’s how much traveling in Boston costs, broken down by travel style:

A Few Free Things to Do in Boston

If you’re looking to save some extra cash, then try doing one of these free things in Boston on your next visit!

• Freedom Trail – The lauded walkway that takes you through to many of most important historical attractions in Boston. Of course, the 2.5-mile walk itself is free but some locations may be ticketed. Highlights include Bunker Hill , Boston Commons , Paul Revere House , and Faneuil House .
• Sam Adams Brewery – The treasured brewery offers free tours of their facilities and almost always gives out complimentary samples at the end. Yes, FREE BEER!
• Boston Harbour – One of my fave things to do is to take a stroll down by Boston Harbor and feed the fresh sea breeze.
• Museums – Many of Boston’s best museums offer free admission on certain days and/or at certain times. Check the websites of the following for more details: Bunker Hill, MIT Museum, ICA, Children’s Museum, Museum of Science, MFA, and Museum of Bad Art.
• Open-air screenings – One of the most popular things to do in Boston in the summer is catch an outdoor movie. Many organizations arrange free film viewings at public spaces (parks, plazas, etc) in Boston. Most of these films are American classics too.
• November Project – This is one of the best free things to do in Boston! Join this health-minded community for prearranged, free exercises in many of Boston’s public areas. Examples of activities include running, relays, and calisthenics.
• Free festivals – There’s always a free event happening in Boston , especially during the summers.

Travel Tips – Boston on a Budget

It’s easy to spend without thinking, and even easier to go broke.

In hopes of helping you explore Beantown on the cheap, here are some Boston travel tips for folks on a budget. Follow these words of advice and you’ll find that your dollar goes much further!

• Always pre-fade before going out – Buying full-priced drinks at the bar is a great way to waste your money. Instead, buy booze at the store and drink with your friends at the hostel/their house/the park/anywhere besides the actual bar.
• Cook at home as often as possible – Buying your own groceries and cooking at home will save you heaps of cash. This is where using Airbnb can come in handy.
• Buy a special pass – If you’re planning on seeing a lot of the city, then you may want to invest a City Pass . This card will allow free entry into many of Boston’s must see attractions and even give you special rates for public transport.
• Search for “1-Buck Shucks” – Dollar oyster deals are a New England staple! Search for the best oysters in Boston and pay next to nothing in the process. Be careful though; shit can feel weird after a couple dozen of these.

Why You Should Travel to Boston with a Water Bottle

We’re all aware of our plastic consumption infiltrating our precious oceans now… so do your part and keep the Big Blue beautiful!

You can’t save the world overnight, but you CAN be part of the solution! Small changes are easy, and they make a difference. So I hope you then become more inspired to continue being a responsible traveler .

Plus, now you won’t be buying overpriced bottles of water from the supermarkets either! Travel with a filtered water bottle instead and never waste a cent nor a turtle’s life again.

Drink water from ANYWHERE. The Grayl Geopress is the worlds leading filtered water bottle protecting you from all manner of waterborne nasties.

Single-use plastic bottles are a MASSIVE threat to marine life. Be a part of the solution and travel with a filter water bottle. Save money and the environment!

We’ve tested the Geopress  rigorously  from the icy heights of Pakistan to the tropical jungles of Bali, and can confirm: it’s the best water bottle you’ll ever buy!

I don’t think I’ve ever met a New Englander that really loved the weather there. Sure, some people may make lukewarm statements like “the weather is fine” or “I don’t mind it,” but to hear anyone say “I just adore the weather in Boston” is probably a sign of severe brain haemorrhaging.

The weather in Boston is notoriously uncooperative. Winters are frigid, windy, and prone to freak snowstorms. Summers are warm and sunny but unfortunately too short. Spring and autumn are like flakey friends – really enjoyable but, more often than naught , absent.

Summer is when Boston is full of out-of-towners. This sudden influx usually jacks up prices and creates congestion. Many Bostonians will also be fleeing to the coastal communities – e.g. The Cape – during this time, which can make the city feel a bit hallow.

The best times to visit Boston are probably during the summer’s shoulder seasons (April-May & September-October). The weather during these months is often reliable if not a little on the cool side. There will be fewer tourists in town, which means prices will be lower, and more students, which means the bars will be packed.

Mid-October is peak fall foliage in Boston and it’s an absolutely breathtaking period to visit New England. People from all over the East Coast flock to New England to see the trees turn a fiery color and this makes the city feel a little more alive for a couple more weeks.

Winters in Boston are lamentable. They are cruel, not because of their harshness but because of their deceptiveness. Winter temperatures usually hover around a reasonable 32-38 °F but Boston’s humidity makes the chill penetrate the bone. The wind also batters you and it’s not unheard of for a wind chill to cause the relative temperature to drop 20 degrees.

What to Pack for Boston

While your Boston wardrobe will be largely dependent upon the season and weather forecast, here are a few things you just shouldn’t head out without:

Osprey Daylite Plus

Any city slicker needs a SLICK daypack. In general, you can never go wrong with an Osprey pack, but with its array of awesome organisation, durable materials, and a comfy build, the Daylite Plus will make your urban jaunts buttery smooth.

Grayl Geopress Filtered Bottle

Save $$$, save the planet, and save yourself the headache (or tummy ache). Instead of sticking to bottled plastic, buy a Grayl Geopress, drink water no matter the source, and be happy knowing the turtles and fishies thank you (and so do we!). 🙂

OCLU Action Camera

Wait, it’s cheaper than a GoPro and… better than a GoPro? The OCLU action cam is the cam for budget backpackers that want to immortalise all their wildest adventures – including that time you dropped it off a Himalayan mountain – WITHOUT breaking the bank.

Solgaard Solarbank

Resourceful travellers know how to find power outlets anywhere on the road; smart travellers just pack a solar power bank instead. With 4-5 phone cycles per charge and the ability to top up literally anywhere the sun is shining, there’s no reason to ever get lost again!

Petzl Actik Core Headlamp

ALL travellers need a headtorch – no exceptions! Even in the hostel dorm, this beauty can save you in a real pinch. If you haven’t got in on the headtorch game, DO. I promise you: you’ll never look back. Or at least if you do, you’ll be able to see what you’re looking at.

By most contemporary American safety standards, Boston is pretty tame. It used to be dangerous, but thanks to huge public safety initiatives, the city is now quite relaxed. Those planning a trip to Boston should not have to worry about personal safety IF they are aware of a few issues.

Like the rest of the world, petty crime is still a part of life in Boston. Pickpocketing has been known to occur in busy nightlife districts and on public transport. Carjackings and break-ins are not unheard of either. When visiting Boston, be sure to exhibit all of the usual travel safety precautions  and to always have your wits about you, just to be on the careful side.

The real way to get in trouble is if you started bad-mouthing the locals. Bostonians, though generally friendly, do not take kindly to being insulted and, after a couple of beers, will beat the shit out of anyone. This means talking shit about the Red Sox, saying something like Tom Brady is a pussy , or trying to impersonate their distinct accent (they really hate that last bit). Unless you’re really looking for a fight, just keep ye’ mouth shut.

If you’re caught in the crossfire in or outside of a bar, the police are never too far away. Many cops patrol the neighborhoods that are most prone to fights to break things up.

Sex, Drugs, and Rock ‘n’ Roll in Boston

While Boston is far from the biggest party city in the US, it is still home to some bars and nightclubs that will be sure to make for a good time. You can expect a wide variety of scenes that cater to all preferences: from Bijou in Chinatown to the famous bar scene in the North End , Boston absolutely has some places to get lit. The only downside: almost all nightlife in Boston shuts down around 2 AM.

While this would sound early if you were traveling in New York City , it’s actually when places have to legally shut down in Boston. I told you Boston feels more quaint and old-timey than other East Coast cities!

As for other things, you can definitely find every party favor under the sun while backpacking Boston. Luckily, recreational weed is legal and you can grab it from any dispensary.

For anything else, you’re going to have to know someone. But be careful: party drugs are being laced with fentanyl all over the US these days. Always use a testing kit and do some research prior to partaking in drugs on the road!

Getting Insured BEFORE Visiting Boston

Let’s get real: traveling without insurance in the USA is risky. Especially with the infamous (and ridiculous) for-profit health system. So do consider getting  good travel insurance  sorted before you head off on an adventure to Boston.

I have used  World Nomads  for years now and made a few claims over the years. They’re easy to use, professional, and relatively affordable. They may also let you buy or extend a policy once you’ve started your trip and are already abroad which is super handy.

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

There are many ways in and out of Boston as the city is well-connected by land, air, and nautical routes. Those planning a trip to Boston should have little problem arriving into and departing from the city.

Boston’s main airport is Logan International and is serviced by many flights, both domestically and internationally. As the primary gateway for all of New England, Logan receives a lot of passengers on a daily basis.

Boston Logan is connected to the city via a subway line (Blue) and bus line (Silver). The airport is located close to the city itself so those who prefer taxis shouldn’t have to pay an arm and a leg.

There are several long-distance trains that stop in Boston. Amtrak , the largest train network in the USA, connects Boston with cities as distant as Chicago, Washington DC, and Portland (Maine).

Note that Boston has two train stations – North Station and South Station – and each manages different routes. Trains to/from northern destinations terminate at North Station while southern destinations terminate at South Station.

Being a part of the Eastern Seaboard, Boston’s roadway system is very well-developed. Those who are on a New England road trip or an East Coast road trip will have no problem getting to Boston by car. Be aware that New England has lots of toll roads.

Traveling by bus can be a preferable way of getting in and out of Boston. You’ll avoid paying tolls and gas as well as avoid the stress of driving in the city. (East Coast drivers are aggressive.)

There are frequent buses linking Boston to all major Northeastern cities like New York, Philadelphia, Portland (Maine), and Providence. There’s even a direct bus from Boston to Montreal, Canada.

Getting Around Boston

Contrary to what Boston’s skyscrapers might indicate, Boston is actually a compact city. This means that most will be able to manage the city with only public transport, rideshares, and two feet.

Boston benefits from a very effective public transportation system. Subway lines, locally referred to as “ The T ,” connect nearly every major district in the Greater Boston area. If a neighborhood isn’t conveniently located near a subway line, there are plenty more buses. There are even water taxis that will take you across the Boston Bay to East Boston and Charlestown.

One-way tickets on the T cost $2.50 and include a bus transfer, while one-way tickets for exclusively the bus cost $2. An unlimited one-day ticket costs $12.50 and is likely your best option.

If you think that you’ll be using a lot of public transport, consider picking up a LinkPass , which offers unlimited rides for a certain amount of days. LinkPasses come in 1 and 7-day increments.

Honestly, you can probably see most of Boston’s points of interest on foot. Most of the top attractions in Boston are located in the Downtown area and anything else just requires a quick ride on the T.

Boston is a very pedestrian-friendly city and is actually better enjoyed from street level, anyway. Granted, you’ll probably want to use the buses and trains during the winter months.

Biking is a popular way of getting around Boston as it’s a flat city, but poor weather and bike infrastructure make biking inconvenient at times.

Buying a Transit Pass in Boston

It is highly recommended that you pick up a CharlieCard while touring Boston as they are convenient and offer discounted rates ($2 for the subway, and $1.50 for buses). CharlieCards are free themselves and can be recharged at major ticketing machines.

Like most cities in the US, Boston isn’t exactly a digital nomad hotspot. Everything is quite pricey and, simply put, the digital nomad scene just isn’t there.

This doesn’t mean you can’t work online from Boston! You absolutely can: a city associated with so many universities certainly isn’t lacking in Wi-Fi-having coffee shops.

As for finding a job in Boston, the US has very strict work laws, so you won’t be able to do that without US citizenship or another permit. Volunteering is possible, though still very uncommon compared to the scenes in Europe or Australia.

If you want to find a reputable place to volunteer, we at The Broke Backpacker use Worldpackers , a neat online community that connects travelers with volunteering opportunities all over the globe. The platform is review-based and honest so you’ll know what you’re getting into BEFORE you arrive!

Worldpackers: connecting travellers with  meaningful travel experiences.

Boston really bats above its weight class when it comes to nightlife with a huge selection of bars catering to all types of people.

Boston has a couple of key crowds when it comes to the bars. They are 1. Tourists, 2. Students, and 3. Locals. Each has an area that they like to hang out in.

The tourists mostly end up going out around Downtown as this area has the most things to do at night in Boston. The Theater District/Chinatown hosts the majority of the city’s nightclubs and is particularly rowdy.

Nearby Faneuil Hall gets plenty of action too. Boylon , Canal , and Newbury Street are also active, though you’d be hard-pressed not to find a busy street in Downtown Boston on the weekend.

Students tend to hang out around the college campuses and student housing neighborhoods. Allston , a well-known student suburb, has lots of cheap drinks for those poor students.

On the other hand, Cambridge Central Square attracts mostly Harvard kids and is a bit more expensive (thanks to daddy’s allowance).

Local Bostonians tend to go out wherever they feel like, be it Downtown or Dorchester. Fenway is ground-zero for local sports fans and goes absolutely nuts on game days.

The hip South End is getting increasingly rambunctious. If you’re looking for a classic Irish pub, complete with gruff working-class folk, there’s no better place than South Boston.

Note that Boston is subject to Blue Laws , which, essentially, limit when, where, and how much you can drink. These Blue Laws are very strict, much to the ire of the locals, and drinking in Boston can be a hassle sometimes. Thanks to Blue Laws, bars close at 2 am promptly on the weekends in Boston and happy hour is banned city-wide.

Dining in Boston

Boston is a world-class culinary destination with an immense selection of restaurants and bars to choose from. Here, you’ll be able to find everything from local delicacies – like lobster rolls and cream pies – to ethnic delights from all corners of the globe. Boston baked beans are the obvious choice too.

Top it off with a heavenly pint of New England lager, and you have all the makings of a foodie paradise. And if you want to ensure you don’t miss anything–there are plenty of quality Boston food tours to choose from!

Boston’s food scene is mostly defined by New England cuisine which is, essentially, a blend of the many cooking styles brought over by the original immigrants. New England foods are often hearty and rich, which is great for battling those cold winter days.

Baking is the primary means of cooking so you shouldn’t have to worry too much about greasy food (unless you purposely seek them out). Deserts and sweets are particularly well-loved in New England.

Of course, being on the coast and all, seafood is the foremost staple of the Boston diet. And, by God, is it awesome. Lobster rolls, chowders, and oyster shooters are just some of the dishes prepared to near-perfection, much to the pride of the locals. Really, nothing beats a clambake on a Boston summer day.

Boston still has a large immigrant population and there are a huge amount of international restaurants strewn throughout the city. Being the Italian quarter, the North End is where you’ll find the best pasta among other Italian staples. East Boston is one of the best places to eat in the city as it hosts a huge selection of ethnic restaurants from Portuguese to South American to Asian.

You’ll find Irish fare just about everywhere in the city but the most “authentic” will be found in South Boston.

Slick Restaurants and Cheap Eats

Eating in Boston can break the bank quickly. Luckily, there are still many backpacker-friendly eateries to be found:

• Kelly’s Roast Beef : Aside from their iconic roast beef sandwiches that come in just under $10, you can also taste some delicious lobster rolls, New England clam chowder, and even fried scallops without breaking the bank.
• Anna’s Taqueria : A neighborhood staple since 1995, you can find many of Anna’s delicious Mexican menu items for less than $10.
• Sullivan’s : Love hotdogs? Even if you don’t–you can’t pass up this famous Sullivan’s staple which also specializes in Boston seafood favorites.
• Bánh Mì Ba Le : For the freshest Vietnamese in the city at amazing prices, grab a banh mi sandwich from this famous no-frills shop in Dorchester.
• Ernesto’s Pizza : For 30 years, hungry Bostonians have flocked to Ernesto’s–located in the famous North End–for its gigantic pizza slices fit for all budgets!
• Ho Yuen Bakery : For authentic and delicious Chinese food at Southeast Asia prices, look no further than Ho Yuen Bakery, where you can’t leave without trying one of their buns.

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Day Trips from Boston

Want to get out of the city? Visit one of these places near Boston for a chance to stretch your legs and experience some of New England’s best scenery.

• Cape Cod – The iconic Cape is Boston’s idea of a vacation. Famous for its endless beaches, charming towns, and historic lighthouses, Cape Cod has become the poster child for the New England coast. Lots of people travel to the Cape in the summer and spend an extended period of time here, either for work or play.
• Salem – This historical town was made famous by its gruesome Witch Trials. Anyone who has had any interest in New England history, or the occult for that matter, ends up visiting this town. Contrary to its grim reputation, Salem is actually a fairly affluent place these days.
• Walden Pond/Concord – Boston and the surrounding countryside were the stomping grounds for one of the greatest American intellectuals: Henry David Thoreau. Walden Pond, the setting for Thoreau’s revolutionary Walden novel, is located not too far away from the city itself. Visiting Walden in addition to the nearby historical Concord makes for an excellent day trip from Boston .
• Portland, Maine – The charmingly unassuming Portland, Maine is a mere 2-hour drive away from Boston and makes for a great road trip. Spend the day exploring the rugged coastline between Massachusetts and Maine, hitting up as many beaches as you can. Arrive in Portland and then grab a fresh lobster at the Old Port with a nice hearty beer.
• Rhode Island – Providence and the rest of Rhode Island are like New England condensed in one state. Here, you’ll find all of the staples of the region including coastal villages, brilliant fall foliage, and tons of history. This is one of the best places to visit near Boston.

Getting Off the Beaten Path in Boston

Luckily–it’s easy to get off the beaten path in Boston! Most tourists just head to the same few places, so if you’re looking for something different, look no further. From the lush Arnold Arboretum at Harvard to the interesting Castle Island, Boston has a lot to offer that you might miss without a lot of time or quality research.

Due to its pedestrian-friendly nature, Boston is a place you can simply set out to explore and see where you end up! This is my favorite way to get acquainted with a new city, and can surely lead to some unexpected encounters.

Boston also has plenty of cool day and weekend trip options to consider. Cape Cod is definitely worth the drive, especially if you happen to be in the area on a weekday when it tends to be less crowded.

You’ve got some questions before traveling to Boston, and I’ve got answers! Here are some FAQs to know before you go.

Is Boston safe?

Yup! Boston is easily one of the safest cities in the US. General theft and major violence are rare, but you should still be cautious with your belongings, especially at night. And don’t call Tom Brady a pussy unless you want a fight.

What is there to do in Boston?

Boston is a city that has something for everyone, and in a compact area at that! Visit some of the many historical sights, try some seafood, explore Cambridge, or catch a Boston Red Sox game at Fenway Park. There’s all this and more in this small American city.

What are the best places to stay in Boston?

The best places to stay in Boston include Back Bay, Downtown, and the South End, though there are numerous other great neighborhoods to choose from. Airbnb is a great choice for a cozier Boston stay.

Is weed legal in Boston?

Yes! In Boston–or anywhere in Massachusetts for that matter–anyone 21 or older can purchase marijuana from a dispensary for recreational use.

What food is Boston known for?

Boston is best known for its Boston baked beans. It also has some killer seafood–don’t miss your chance to try some iconic New England clam chowder and lobster rolls.

Boston is an incredibly unique city. From the distinct Boston accent to its plethora of lobster rolls, Boston has the rare ability to make you feel like you’re in a town while strolling about a state capital. Those who have gotten acquainted with it know the small city is easily one of the coolest places in the US–hands down.

And now that you’re done with the best Boston travel guide, I hope you yourself are hella’ excited for your upcoming adventure in Beantown!

Be sure to hit up those Boston hotspots, and if you can swing it, there’s no better way to experience Boston culture than by watching a game at Fenway Stadium.

But do take the time to get off the beaten path a bit too and see Boston beyond its famous locales. Aim to get lost, or take one of the many epic day trips. Regardless of what you plan to do on your vaction in Boston, you’re absolutely in for a grand time.

Now, what are you waiting for? Book that hotel and ready for your Boston trip!

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Boston Itinerary: How to Spend Five Days in Boston

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

• Boston Common
• Massachusetts State House
• Park Street Church
• Granary Burying Ground
• King’s Chapel Burying Ground
• Benjamin Franklin statue and the former site of Boston Latin School
• Old Corner Bookstore
• Old South Meeting House
• Old State House
• Site of the Boston Massacre
• Faneuil Hall
• Paul Revere House
• Old North Church
• Copp’s Hill Burying Ground
• USS Constitution
• Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

• Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
• Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
• Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
• Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
• Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
• Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
• Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
• Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
• Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
• Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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Boston   Travel Guide

30 Top-Rated Things to Do in Boston

As Massachusetts' capital and the birthplace of the American Revolution, there's no shortage of historical sites for travelers to explore within Boston's city limits (and beyond). There's even a Boston Tea Party Museum on the harbor

• All Things To Do
• 1-Day Itinerary
• 2-Day Itinerary
• 3-Day Itinerary

Freedom Trail Freedom Trail free

Stretching 2½ miles, the Freedom Trail weaves past 16 of the city's most historic sites, including Faneuil Hall Marketplace , the Paul Revere House and Old North Church . Taking in all of the trail's attractions requires at least half a day (and some comfortable walking shoes), but you can easily plot points of interest before you begin your jaunt from Boston Common .

Though most visitors agree the trail is easy to navigate on your own, some recommend a guided tour or downloading an app to tell you about the sites. (You'll find a handful of apps available for Apple and Android devices.) If you have a Go Boston Card, standard guided tours given by the Freedom Trail Foundation are covered by your pass.

Faneuil Hall Marketplace and Quincy Market Faneuil Hall Marketplace and Quincy Market free

U.S. News Insider Tip: Every Friday and Saturday, Haymarket (one America's oldest open-air markets) pops up adjacent to Faneuil Hall. In order to navigate this often-chaotic scene successfully make sure to bring small bills, leave bulky bags at the hotel and keep it moving on the sidewalk. - Jill LeGrow

Four buildings – Faneuil Hall, Quincy Market, North Market and South Market – constitute Faneuil Hall Marketplace, with the oldest being Faneuil Hall. Built in 1742 and now a stop on the Freedom Trail , Faneuil Hall has had a long and important history in Massachusetts politics. Samuel Adams once stood here to push for resistance against the British, and abolitionists and suffragists have stood on their soapboxes here. In fact, this is where colonists famously challenged the Stamp Act of 1764 by proclaiming, "no taxation without representation." From those illustrious days, the marketplace has expanded to include more than 100 shops and restaurants.

Boston Public Garden Boston Public Garden free

Though the Boston Public Garden sits right next to Boston Common , the two are quite different. The public garden is newer (established in 1837) and holds the distinction of being America's first public botanical garden. Flowers and trees are beautifully organized and kept in quality condition throughout. You can see the colorful arrangements and exotic trees from the 6-acre pond as you glide along the water in a Swan Boat. Additionally, the park houses two of Boston's most iconic statues: Make Way for Ducklings (a bronze sculpture of a duck and her eight ducklings) and a sculpture of George Washington (which shows America's first president riding on a horse).

Visitors looking to relax after sightseeing will enjoy the Boston Public Garden. Parkgoers say you'll find plenty of shade beneath the park's trees, which comes in handy on hot summer days. Plus, you'll likely spot some ducks and geese swimming around the lagoon. And if you have a few dollars, visitors recommend taking a 15-minute ride on a Swan Boat. The large paddle boats cost $4.50 to ride (or $3 for kids ages 2 to 15 and $4 for seniors); travelers with Go Boston Cards ride for free. Swan Boats are usually available between mid-April and Labor Day.

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North End North End free

Chances are you'll end up in the North End at least once during your visit to Boston. It's steeped in the city's rich history as it holds the title of Boston's oldest neighborhood and houses three attractions on the Freedom Trail . What makes this neighborhood a top point of interest, however, is its Italian culture: The North End is considered Boston's Little Italy.

While Italians weren't the first to settle in this area (English settlers arrived first then European Jews, African Americans and Irish immigrants), their cultural influence on the North End withstood the test of time. Today, you'll find all kinds of Italian food from classic pizza pies served at the popular Regina Pizzeria to Sicilian-style seafood, such as black linguine (made with squid ink) and calamari meatballs at The Daily Catch . For dinner, try Mamma Maria for fine dining, Giacomo's for its affordable, made-in-house pasta or Bricco , which sources its meats and bread from its own meat and bread shop, located right next door. If you’re only interested in pizza, hit up Galleria Umberto for delectable solo slices or Antico Forno for its full-size, wood-fired pies. Prezza is known for its extensive wine list, boasting hundreds of wine labels to choose from. For dessert, make sure to pick up a cannoli at Mike's Pastry or Modern Pastry , or tiramisu at the 24-hour Bova's Bakery .

Museum of Fine Arts Museum of Fine Arts

If you want to make the most out of the Museum of Fine Arts, one of the most comprehensive art institutions in the country, then you'll need to spend a good chunk of your day here. The museum is home to one of the best art collections in the world, including the celebrated Art of the Americas wing. Inside this sprawling collection, you'll encounter galleries showcasing iconic pieces from indigenous cultures in North, South and Central America to works by contemporary artists like Edward Hopper.

You'll also find an impressive collection of Asian art here, plus works from Monet, Renoir, Manet and Rembrandt on display. And in special temporary exhibits, you can admire masterpieces from Black artists like Diedrick Brackens and Picasso, among others.

Boston Common Boston Common free

The grounds of Boston Common started as a cow pasture in the mid-1600s. It was also used for Puritan punishments, like whipping, and even for hangings. In 1768, the area was transformed into a British camp. After the Revolutionary War, the park became a popular locale for public speeches and rallies. Now, the Common is best known because of its status as the oldest public park in the country. You'll also find a variety of activities and events – including theater and musical performances and free fitness classes – hosted here throughout the year. If you plan to traverse the Freedom Trail , you'll start the walk here at Boston Common.

Though some visitors say you won't find much to do in this park, Boston Common is great for picnics or a leisurely stroll. Travelers also mention that this site is a wonderful spot to take young children. In addition to ample running room on the park's green space, kids can play at the Tadpole Playground or Frog Pond. Frog Pond offers a spray pool during the warmer months and an ice skating rink in the winter. Some visitors do note that the park tends to draw Boston's homeless population, particularly at night.

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Fenway Park Fenway Park

U.S. News Insider Tip: If you want to watch a Sox game without a ticket, head to the Bleacher Bar on Lansdowne Street. Located beneath the bleachers of Fenway, the best tables are positioned directly in front of the huge garage window that overlook centerfield. – Jill LeGrow

Fans of America's favorite pastime won't want to miss a game at Fenway Park. Home to the Boston Red Sox, this stadium has been the site of home runs, stolen bases and grounders since 1912. Regardless of whether or not you're a diehard Red Sox fan, you should try to catch a game and admire the ballpark's original architecture. Must-see features of the park include Pesky's Pole – the right field foul pole named after former Red Sox player Johnny Pesky – and the 37-foot-tall "Green Monster" wall in left field.

Isabella Stewart Gardner Museum Isabella Stewart Gardner Museum

After Isabella Stewart Gardner's husband died in 1898, the art enthusiast carried out their plan to buy land in Boston's Fenway area and open a museum to display her impressive collection of Italian art. The museum, which was fashioned after the Palazzo Barbaro in Venice , was completed in 1901, at which point Gardner moved in to the fourth floor and began installing her collection. Today, you can visit this Boston museum to get your fill of the Italian masters, such as Raphael and Titian. The building also showcases a cache of beautiful furniture, photographs, sculpture and rare books straight from Europe. The museum's New Wing, designed by Renzo Piano, includes a glass atrium, greenhouses and landscaped gardens.

The art isn't the only interesting thing here: the museum is also the site of the single largest property theft on Earth. In the wee hours of March 18, 1990, two thieves made their way into the museum disguised as police. The duo stole 13 works, including pieces by Rembrandt, Vermeer, Degas and Manet. Today, the museum has empty frames on the walls as placeholders until the art returns to the museum. As you may have guessed, the crime has not been solved and the works haven't been recovered. The museum is even offering a sizable reward ($10 million) for information leading to the art. 

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Boston Public Library Boston Public Library free

A library isn't always all about books. The main branch of the Boston Public Library in Copley Square, which opened in 1895, is so much more, according to recent visitors who call the architecture "beautiful" and a “must-see.” Walking into the Renaissance Revival building is akin to visiting a museum. On Dartmouth Street, two immense stone lions sculpted by Louis Saint-Gaudens stand guard by the main entrance. Inside, Bates Hall, the library's main reference reading room, is a 218-foot-long room with a barrel-arch ceiling soaring 50 feet high.

Visitors can take a free tour and learn all about the murals found throughout the library, including John Singer Sargent's series on the "Triumph of Religion." Other murals include works by French artist Pierre Puvis de Chavannes, who depicted eight library-centric disciplines in "The Muses of Inspiration," and Edwin Austin Abbey's "The Quest and Achievement of the Holy Grail."

John F. Kennedy Presidential Library and Museum John F. Kennedy Presidential Library and Museum

A must for any history buffs or fans of our nation's 35th president, this excellent library and museum details the life of President John F. Kennedy. Exhibits include his presidential papers; masses of Kennedy memorabilia, including re-creations of his desk in the Oval Office and of the television studio in which he debated Richard M. Nixon in the 1960 election; and artifacts from the U.S. space program. There's permanent display on the late Jacqueline Kennedy Onassis plus plenty of other artifacts and information about Kennedy's life and presidency. The building itself is quite striking and was designed by architect I. M. Pei.

Museumgoers say that while the museum is off the beaten path (it sits about 5 miles south of downtown on Columbia Point), it is well worth the trek thanks to the exhibits and staff. However, some wish the exhibits had a more detailed explanation of Kennedy and events during his life. The views from the museum are amazing, add some visitors.

Boston Harbor Islands National and State Park Boston Harbor Islands National and State Park

If you want to get outdoors in the greater Boston area, consider hopping a ferry (which operates from mid-May through mid-October) to the Boston Harbor Islands. This collection of 34 islands located in the Massachusetts Bay boasts plenty of things to do and see including historic sites, hiking trails, beaches, wildlife and much more. Popular islands include Spectacle, Georges and Peddocks, though ferries also go to Lovells, Grape, Bumpkin and Thompson.

The 114-acre Spectacle Island is a great option for those looking to hike. Here, you'll find 5 miles of trails, including one which leads to the harbor's highest hill, offering incredible views of Boston's skyline. If you’re looking for a place where you can sink your toes into the sand, head to Lovells Island. Here, you’ll find secluded shorelines as well as tide pools (when it's low tide, a whopping 71 acres are added to the island's land mass). Meanwhile, history lovers will enjoy a trip to Georges Island. Georges Island is home to Fort Warren, which the U.S. government used for patrolling and training Union troops as well as housing Confederate prisoners during Civil War times. Peddocks Island, one of the largest of the Boston Harbor Islands, offers a little bit of everything. This island is considered a prime camping spot and features scenic hiking trails that pass through coastal forests, headlands connected by tombolos and the biggest beach of any island. You'll also find a little bit of history thanks to Fort Andrews and a restored chapel from World War II.

Newbury Street Newbury Street free

Located in the Back Bay along eight blocks between Massachusetts Avenue and Arlington Street, Newbury Street is home to gorgeous 19th century brownstones. It's also Boston's premiere destination for dining and shopping. Newbury Street has been called one of the most expensive streets in the world, thanks in large part to the significant cluster of expensive shops on the lower end (by numbered address) nearest Arlington Street.

Starting at the higher end, by Massachusetts Avenue, you'll find more budget-friendly retailers like TJ Maxx and Forever 21, as well longtime local favorites Newbury Comics and Trident Booksellers. In fact, Newbury Comics' opening in 1978 was the catalyst that began the transformation of Newbury Street from a heavily upper-class retail destination to a hipper, trendier spot for everyone.

Samuel Adams Brewery Samuel Adams Brewery

Despite its location outside of city center, visiting the Samuel Adams Brewery is a popular stop for beer lovers. This brewery location acts as Samuel Adams' testing facility for new and specialty brews, which patrons can try. You can also take a guided tour of the facility to learn more about the brewing process.

Whether you're a local or a tourist, odds are you'll enjoy a visit to this brewery. Visitors say the staff is knowledgeable, but note there can be long entry lines.

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Cambridge Cambridge free

Cambridge, which sits about 3 miles northwest of Boston's city center, is home to both Harvard University and MIT , but there's more to see in Cambridge than just the schools themselves. The city features an impressive array of cultural institutions that feature collections and exhibitions ranging from fine art to technological innovations.

The Harvard Art Museums , which include the Fogg Museum, Busch-Reisinger Museum and Arthur M. Sackler Museum, house a wide range of periods, styles and mediums within its walls. Here, you’ll find a mix of modern photography, 13th century sculpture, paintings from legends like Georgia O’Keeffe, Picasso and Jackson Pollock, and much more. If you prefer history, head to the Peabody Museum of Archaeology & Ethnology , which boasts exhibits exploring everything from ancient Latin American cultures to the evolution of American eating habits and tableware to the lives of Native Americans. If science is more your speed, head to the Harvard Museum of Natural History to view dinosaur fossils, rare minerals and animal specimens from New England to Asia.

Beacon Hill Beacon Hill free

Beacon Hill is arguably Boston's most beautiful neighborhood. Located north of Boston Common , Beacon Hill is awash with quaint, cobblestone-lined alleyways, corners dotted with gas street lamps, stately townhouses affixed with bay view windows and vibrant, flower-filled window boxes. It's Beacon Hill's incredible style, a stunning mix of Federal and Greek revival architecture, that make this neighborhood an attraction in and of itself. And recent visitors couldn't agree more.

Travelers who venture to Beacon Hill are charmed by its beauty and say that it's the perfect place to take a long stroll and wander around. While here, make sure to make your way to noteworthy spots including the picturesque Louisburg Square and Acorn Street, the latter of which is one of the most photographed places in Boston. After, head down Charles Street, where you'll find restaurants, shops and bars. Fans of the TV show "Cheers" will want to walk down Beacon Street to find the bar that inspired the program.

Old North Church Old North Church

Most people who know anything about American history have heard of Paul Revere's famous midnight ride, when he rode through town to warn people about the arrival of British troops. Before heading off to Lexington, Revere gave orders at Old North Church. Robert Newman – the church's sexton – and Captain John Pulling Jr. – the church's vestryman – then climbed the steeple and held two lanterns as a signal that the British were indeed coming, but by sea.

The church itself, which is officially named Christ Church, is filled with beautiful relics from the past, including North America's oldest set of change ringing bells and chandeliers brought in from England in the early 1700s. The pews have a long history as well; Pew No. 54 was reserved for Paul Revere's son.

Boston Children's Museum Boston Children's Museum

With a giant milk bottle structure at the front of the building, it's hard to miss the Boston Children's Museum. Here, hands-on exhibits present a fun and engaging way for kids to learn about various sciences, culture, art and health and wellness, among other subjects. Among the museum's standout exhibits are "Construction Zone," where little ones can learn about and play with kid-sized construction equipment, "The Common," where kids play with color, games and music, and "Japanese House" – a 100-year-old authentic Japanese house reconstructed in Boston by Japanese carpenters.

Museumgoers praise the variety of engaging exhibits tailored to kids within different age groups and can't recommend it enough. Others warn the museum gets crowded, especially in the summer.

Rose Fitzgerald Kennedy Greenway Rose Fitzgerald Kennedy Greenway free

Boston is packed with cool outdoor spaces, but this nearly 1½-mile-long series of parks and gardens offers more than most. The Rose Fitzgerald Kennedy Greenway was established to link Boston's diverse neighborhoods through a series of lawns, parks and walkways that occupy a former highway tunnel. Since opening in 2008, visitors have flocked to this sprawling green space to enjoy temporary public art displays, bubbling fountains, numerous food vendors and a carousel. Plus, the park offers free weekly events, including food and art festivals, summer concert performances and seasonal fitness classes.

Many previous visitors said the Rose Fitzgerald Kennedy Greenway not only offers a much-needed respite from the city, but also an easy way to explore Boston with kids during the warmer months. And, in many sections of the Greenway, you're never more than a few steps away from the Freedom Trail .

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Boston Tea Party Ships & Museum Boston Tea Party Ships & Museum

This hands-on museum offers an entertaining look at one of Boston's pivotal moments. You can toss (fake) tea overboard, climb around replica ships and converse with period actors about Colonial issues. Exhibits at the museum, which is located on Griffin's Wharf (close to where the actual Tea Party occurred on Dec. 16, 1773) include 3D holograms, talking portraits and the Robinson Tea Chest, an authentic tea chest from the Boston Tea Party. Two of the three ships have been recreated, the Beaver and the Eleanor, which are fun to explore. The film "Let It Begin Here" depicts the events that immediately preceded the American Revolution. You can also grab a cup of tea or a snack in Abigail's Tea Room, which has one of the best views of the harbor around.

Visitors love the interactive nature of the museum and tossing tea overboard, saying their time there was entertaining for all ages. They also add that the guides are informative and stay in character.

Museum of Science Museum of Science

If you're traveling with young ones in tow, be sure to swing by the Museum of Science. Here, kids can learn about astronomy, earth sciences and anatomy, not to mention participate in some fun interactive exhibits. Budding scientists can examine the Arctic in "Arctic Adventure: Exploring with Technology" exhibit or play on swings to learn about physics in "Science in the Park." The museum also features the Charles Hayden Planetarium, where you can indulge your inner astronaut during shows. Meanwhile, at the Mugar Omni Theater, you'll feel like you're actually in the IMAX film thanks to its cutting-edge sound technology and five-story-high projection screen.

Although the museum is very kid-focused, past visitors said that young-at-heart adults and even teens will get a kick out of the museum's engaging displays and shows. Though most travelers spend about half a day exploring the museum, you could easily allocate an entire day to this attraction. Also, remember that separate tickets (which cost extra) are needed for some museum features, such as IMAX films, planetarium shows and the Garden Walk and Insect Zoo.

Boston Duck Tours Boston Duck Tours

Wander Boston for a couple of hours and you're sure to see a Duck Tour quacking its way through the streets (and waterways). These "Truck Duck" vehicles recreate the look of a DUKW truck used by the U.S. military during World War II and transport tourists all over the city by land and water. The tours drive past a number of landmark sites including the Old State House, Newbury Street , Prudential Tower, Public Garden and the Swan Boats, and Copley Square (home to the Boston Public Library ). Once launched into the water, you'll cruise down the Charles River checking out MIT, the Longfellow Bridge, as well as the Esplanade and the Hatch Shell. 

Besides giving tours around the city, Boston Duck Tour boats have been used in all of the victory parades since 2002 for the Patriots, Red Sox, Celtics and Bruins (the city's major teams for football, baseball, basketball and hockey, respectively). What started off simply as a way to roll the Patriots through downtown Boston for a Superbowl celebration has turned into a much-loved tradition that continues today.

Boston Symphony Orchestra Boston Symphony Orchestra

Even if you're not a classical music aficionado, you can't miss attending one of the Boston Symphony Orchestra's world-renowned performances at Symphony Hall. The BSO began performing in 1881. Today, the symphony performs everything from family shows to traditional concerts and Boston Pops – a lively performance filled with singing and a variety of music. The BSO performs at Symphony Hall from September through April, then heads to Tanglewood (which is about 130 miles west of Boston) in the summer.

Past spectators not only praised the world-class talent, but also noted the impressive acoustics of Symphony Hall as a main selling point for attending future concerts. If you can't score tickets to an orchestra performance, consider taking a free tour of Symphony Hall. Tours, which are offered in the fall, winter and spring, provide information about the property, as well as insight into the orchestra's musicians and conductors.

New England Holocaust Memorial New England Holocaust Memorial free

Gaze up at the six 54-foot glass towers that comprise the New England Holocaust Memorial, and you're bound to be awestruck. Dedicated in 1995, each haunting tower is etched with numbers. The 6 million numbers represent the Holocaust's victims, while the towers represent the six major death camps. There is also a granite path covered in quotes from survivors that leads visitors inside the towers.

Recent visitors described walking through the columns as an emotionally charged and unforgettable experience. The monument's location next to Faneuil Hall Marketplace makes it very accessible while walking the Freedom Trail .

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Paul Revere House Paul Revere House

For a glimpse of what life was like in the late 1700s, head to Paul Revere's former residence in the North End . The house, which is situated on the Freedom Trail , offers insight into how homes looked in Revere's time (it's even filled with period pieces, including fine silver). Inside, history fans can admire the building's sweeping beams, spacious fireplaces and some original furnishings owned by the Revere family.

If you like American history, travelers say you'll enjoy seeing the Paul Revere House. This house is small, though, so don't allot more than an hour to tour the property. Docents are friendly and knowledgeable.

Massachusetts State House Massachusetts State House free

The golden-domed Massachusetts State House is an important building for many reasons and is one of the stops on the Freedom Trail . The land it sits on was originally used as John Hancock’s cow pasture. It was designed by Charles Bulfinch and completed in 1798 and the cornerstone was laid by Samuel Adams in 1795. A copper dome was installed by Paul Revere in 1802 (later covered in gold). Nowadays, senators, state representatives and the governor conduct the Commonwealth's business here.

Free tours are offered by docents who explain the building's history and discuss the important art and architecture within. Make sure to look for the Sacred Cod in the House of Representatives Chamber. The almost 5-foot wooden cod symbolizes the importance of the salt cod industry to the area.

New England Aquarium New England Aquarium

Your kids will find plenty to love at the New England Aquarium, starting with the Atlantic harbor seals that hang out just beyond the ticket booth. Inside, you'll find thousands of marine critters to study, and at the center: the Giant Ocean Tank. This four-story tank includes a coral reef habitat that houses more than 1,000 underwater creatures including green sea turtles, eels and barracuda. In other parts of the aquarium, you'll find exhibits dedicated to penguins, sea jellies and seadragons, plus a six-story high projection movie screen with digital surround sound, where you can watch films about sea creatures and more. And don't forget to check out the Shark and Ray Touch Tank, which allows visitors to graze sharks and rays as they swim by.

While some visitors bemoan the aquarium's compact size (which, in turn, made for thick crowds), many appreciate the attraction's variety of animals. Several travelers also recommend watching a penguin or seal feeding.

USS Constitution USS Constitution free

U.S. News Insider Tip: Every July 4th, the USS Constitution takes her annual "turnaround" sail in Boston Harbor. The particular sail is the only one open to the public and the US Navy holds a lottery with the lucky winners getting to board "Old Ironsides." – Jill LeGrow

History lovers, boat enthusiasts and military aficionados alike can't miss the chance to board the USS Constitution. Docked at the Boston National Historical Park in Charlestown, this historic vessel is the world's oldest commissioned warship still operational today. It is helmed by United States Navy sailors, who also serve as the ship's guides. The ship's accompanying museums displays nearly 2,000 artifacts related to the ship's history.

Bunker Hill Monument Bunker Hill Monument free

Bunker Hill Monument is part of the Boston National Historical Park and a stop on the Freedom Trail . The first major battle of the American Revolution took place on Breed's Hill in June 1775, though originally it was supposed to take place on nearby Bunker Hill. Names aside, the British won the battle but fared worse than their American foes. The British sacrificed about nearly half of their 2,400 men; American casualties were between 300 and 500 out of an army of 1,400 to 1,800 soldiers. Construction of the monument started in 1827 and was completed in 1842. The 221-foot granite obelisk offers fabulous views from its observatory, though you have to work for it by climbing 294 steps to the top.

Start your visit at the Bunker Hill Museum, located across the street. Exhibits explain the Battle of Bunker Hill, the construction of the monument, and the history of Charlestown. Free tickets are required to climb the monument and you can also pick them up at the museum. Visitors enjoy the museum and say the monument is awe-inspiring and the grounds beautiful.

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View Boston View Boston

U.S. News Insider Tip: To save some cash on your sightseeing, pick up a Boston CityPass which allows you to visit up to four attractions (such as the Museum of Science , New England Aquarium , Boston Harbor City Cruise and View Boston) for one discounted price. – Jill LeGrow

Replacing the iconic Top of the Hub restaurant and Skywalk Observatory that closed in 2020, View Boston opened in June 2023 to offer 360 panoramic views of Boston from atop the 52nd floor of the Prudential Center. Taking over the top three floors of the Prudential Center, View Boston includes an observatory, a wraparound roof deck and indoor/outdoor cocktail bar called Stratus, and a floor with interactive exhibits such as a projection-mapped 3D model of Boston. There's also Beacon, a bistro offering seasonal beverages and food.

The Mapparium The Mapparium

Located at the Mary Baker Eddy Library, this three-story, stained glass globe never fails to elicit wonder. Designed by the architect of the Christian Science Publishing Society building, Chester Lindsay Churchill, the globe depicts the world as it was in 1935.

The "How Do You See the World" experience includes the globe; the "Our World: Mapping Progress," which highlights humanity's achievements since 1935; and "Points of Progress," where you can learn about significant events in human rights, scientific advances, exploration, and other fields. A 10-minute audio narration features clips from President Franklin D. Roosevelt, Jane Goodall, Wangari Maathai (a Kenyan Nobel laureate) and others. One of the coolest features of the globe is that it is a "whispering gallery." Stand at one end of the gallery while a friend stands at the other. Whisper something to them and they will be the only one to hear it.

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• BOSTON TRAVEL GUIDE 2023

By TRAVEL ADVENTURER

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TRAVEL ADVENTURER

Ugan Simeon Publishers

13 July 2023

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Embark on a captivating journey through Boston's iconic landmarks and attractions and uncover the untold stories that make this city truly unique! With "Boston Travel Guide 2023/2024 by Travel Adventurer", you can delve into the captivating narratives that have shaped Boston's past and present. Gain a deeper understanding of the pivotal role Boston played in the American Revolution, marvel at the stunning designs and intricate details of iconic landmarks such as Fenway Park, Faneuil Hall, and the Freedom Trail, and experience the vibrant arts scene, diverse neighborhoods, and renowned museums that make Boston a cultural mecca. Plus, benefit from expert advice on must-visit attractions, hidden gems, and local favorites. This comprehensive guidebook will give you the essential information you need to explore this vibrant city.

Benefits of buying this book include:

—Unravel the captivating narratives that have shaped Boston's past and present

- Gain a deeper understanding of the pivotal role Boston played in the American Revolution - Marvel at the stunning designs and intricate details of iconic landmarks - Experience the vibrant arts scene, diverse neighborhoods, and renowned museums - Benefit from expert advice on must-visit attractions, hidden gems, and local favorites - Find detailed maps, transportation options, and essential visitor information

Take the plunge and immerse yourself in Boston's rich tapestry of history, culture, and architectural wonders. Buy now before the price changes and get ready to explore!

Inspiring You to Explore More!

Get inspired with our great New England travel insights. Yes - Inspire Me!

Best Things To Do in Boston for First Time Visitors

Boston is such an exciting city to visit, full of history, cultural experiences and stunning architecture. No matter how many times I visit, I always seem to find something new to love about it. Making your way around a new city can be a bit challenging. That’s why I created this awesome Guide to Boston!

If you’re wondering how to best spend your time in Boston…keep on reading!  This Ultimate Guide to Boston will give you insight into the very best places to visit, eat and stay to make your visit to Boston amazing. 

Whether it’s your first time visiting Boston or you want to explore a new area, we have you covered. 

One of the things I find fascinating about Boston is how the historic buildings are intermingled with all the modern day skyscrapers , blending the new with the old. It always brings a feeling of pride at how far we’ve come as a country.

No where else in the United States can you experience such breadth of colonial history and remnants of our country’s beginnings.

Boston is truly a special place with rich history, beautiful parks, and some of America’s best museums.

Get an Overview of the City

When I visit a new city, I love to take one of the bus tours when I first get there. It’s the perfect way to orient yourself and get an idea of what areas you want to explore more.

There are plenty of options for touring around Boston. All of them will take you on a narrated tour around the city and point out all the historic sites but each one is a little different. 

Old Town Trolley Tour

Old Town Trolley Tour is the longest running tour of the city and one of the most popular. With 18 stops along the route, you’ll drive through the most popular areas of the city and hit all the important landmarks and attractions. Hop on and off at any stop along the way or stay on for the full loop (about 90 minutes). What’s great about this tour is the viewing platform on this bus is raised, giving you a great view, and you get unlimited re-boarding all day!  

A day pass is about $50 and includes discount tickets on a Harbor Cruise, Ghosts and Gravestones tour and the Tea Party Museum. You can purchase tickets in the booth near Long Wharf.

Boarding : Pickup in front of Marriott Long Wharf, Aquarium or Boston Common at Park Street.

Boston Duck Boat Tour

When you take a Duck Boat Tour , you’ll tour the city streets and then take a splash into the Charles River . You won’t be able to miss these colorful WWII style amphibious landing vehicles roaming around the city. Each one is uniquely named so ask your “ConDucktor” which one you’re on. You may even get lucky and get a chance to drive one in the water.

A Duck Boat tour runs a continuous 90 minute loop and does not allow you to hop on or off. Before you hit the road be sure to practice your “quacking”.

Boarding : Pickup your Duck Boat at the Museum of Science, the Prudential Center or the New England Aquarium.  

City View 

CityView Trolley Tours is another Hop On/Hop Off option. While this tour has only 9 stops, they are all at the most popular destinations. A CityView Trolley Hop On/Hop Off ticket is valid for one complete loop . There is also an option for a non–stop 60 minute tour.  

Tickets can be purchased online or by phone. Just print your ticket or show your e– ticket on your phone. CityView Tours offers discounted Boston Harbor Sightseeing Cruise with the purchase of any trolley tour. 

Boarding: Pickup your CityView Trolley Tour at Stop#1 at Atlantic Avenue side of the 255 State Street Building. 

Ultimate Guide to Getting Around Boston

Best Areas to Visit in Boston

While Boston is the capital of Massachusetts, the city is relatively small, making it possible to see the city’s highlights in just a few days. The city is made up of different neighborhoods, each with their own unique personality, history, attractions, and vibe.

The city’s most prominent tourist area is around Boston Common , Faneuil Hall and the Waterfront . This is where you will find some of the most popular historic sights and waterfront attractions. That said, there are lots of historic sites, museums and attractions all across the city.  

What are the Most Popular Areas of Boston?

Let’s explore the most popular areas of Boston so you can plan a visit that is best for you.    

• Downtown & Waterfront – Best for History and Sightseeing
• Back Bay – Best for Shopping and Architecture
• Beacon Hill – Best for a Relaxed Upscale Vibe
• North End – Best for Italian Cuisine and Summer Street Festivals
• Charlestown – Best for Maritime and Colonial History
• Seaport District – Best for Modern City Experience
• Fenway – Best for Visiting Fenway Park and Nightlife

Downtown & Waterfront

Best area for History and Sightseeing

Downtown is the heart of Boston’s historic center and one of the most popular areas. The Waterfront area offers stunning views of Boston Harbor and lots of possibilities for getting out on the water. These areas contain the city’s biggest concentration of historic sites and attractions, making it ideal for first time visitors . 

From the Downtown/Waterfront area, you can easily access its surrounding neighborhoods, including North End’s restaurants, Beacon Hill, Back Bay and the newly revitalized Seaport District. 

Things to Do in Boston’s Downtown & Waterfront Area

Faneuil Hall is where you will find cobblestone walkways, historic restaurants, street performers and a bustling marketplace filled with shops and novelty push carts. While Faneuil Hall may be a bit touristy, it is certainly an area first time visitors should explore and experience. Check out Top 10 Must–Do Activities When You Visit Faneuil Hall for the best things to do while you are there. 

Boston Harbor Walk – This 43 mile walkway runs along Boston’s waterfront communities. Look for the signs to pick it up near the Marriott Long Wharf to enjoy some panoramic views. 

Stop by the Boston Harbor Hotel to see the iconic American flag hanging in the atrium. 

Check out the Arctic Harbor seals swimming in front of the New England Aquarium and go inside for a visit if you have time. 

Book a Boston Harbor Cruise tour (Discounted if you take an Old Town Trolley Tour) or another boat tour. There is something that is sure to fit your mood whether it’s a sunset cruise,  an exhilarating ride on Codzilla or a cruise on a historic Schooner . Visit the booths along the Waterfront and the Long Wharf to find out what types of boat rides and cruises are available.

Rose Kennedy Greenway – Walk along this green-space in the center of the road between Faneuil Hall and the waterfront to see fountains, a vintage carousel, food trucks, popup beer and wine gardens and ever–changing public art .

Christopher Columbus Park – Have a picnic at this spacious green-space overlooking Boston Harbor or stroll under the wisteria trellis. 

Holocaust Memorial – Spend a moment at this beautiful and moving memorial dedicated to the Holocaust victims. (Union Street) 

Eateries near Boston’s Downtown & Waterfront Area

There are loads of restaurants around the Downtown & Waterfront areas.  Some popular ones include:

The Chart House – Upscale seafood and steakhouse on the water (60 Long Wharf)

Tia’s – Waterfront dining adjacent to Marriott Long Wharf (200 Atlantic Ave.)

Central Wharf Co. – Located close to the waterfront, this sophisticated restaurant sits in a 200-year old building with exposed brick and serves great seafood and drinks. (160 Milk St.)

Mariel’s – An elegant restaurant with Cuban inspired menu and decor set in the historic Atlantic National Bank. (10 Post Office Sq.)

For more dining ideas around Faneuil Hall, including the historic restaurants nearby check out our Top 10 Must–Do Activities When You Visit Faneuil Hall   

Where to Stay near Boston’s Downtown & Waterfront Area

Staying in the Downtown and Waterfront area will be most convenient to visit all the popular historic attractions.

The historic Omni Parker House is a great choice as it is situated on the Freedom Trail in between the Boston Common and Faneuil Hall.

Other options include:

• The Bostonian (Fanieul Hall area)
• Boston Harbor Hotel (Waterfront)
• Marriott Long Wharf (Waterfront)

Best for Shopping and Architecture

Boston’s Back Bay area is an upscale neighborhood known for its Victorian–era brownstone houses and beautiful architecture .

This bustling area maintains a bit of an urban feel with a sophisticated side and offers upscale shopping, incredible dining options and a vibrant nightlife. 

The Back Bay is located alongside the Charles River, and behind the Boston Public Garden. 

Things to Do in Boston’s Bay Bay Area

Copley Square in Boston’s Back Bay has some of Boston’s best historical places, art and architecture . The square is named after famed American artist John Singleton Copley, who is memorialized with a bronze statue in the square near Boylston Street. This is where you will find Trinity Church , Old South Church and the Boston Public Library .

Boylston Street –  the Boston Marathon Finish line is located on Boylston Street in front of the Old South Church. The Boston Marathon Memorial is a little further down on Boylston Street in front of Marathon Sports near Dartmouth Street. While wandering around Copley Square, don’t miss the Tortoise and the Hare statue , created by artist Nancy Schon, to recognize the many Boston Marathon race participants. 

Boston Public Library (700 Boylston St.) – The Boston Public Library’s McKim Building is an architectural masterpiece and should not be missed. Pop in to see the incredible architecture and paintings inside including the famous Bates Reading Room. The library is Free to visit . Closed on Sundays.

Trinity Church (206 Clarendon St.) – Founded in 1733, Boston’s Trinity Church is a National Historic Landmark. Each year over 70,000 people come to visit the church to see its elaborate exterior and ornate interior with beautiful stained glass windows . While visitors are welcome Thursday–Saturday 10:00 am – 5:00 pm, it is an active Episcopal church where parishioners gather daily to worship. Tickets for tours, concerts and music events can be purchased online. In springtime, hundreds of beautiful tulips will be in bloom in Copley Square, which is a site to see.  

Old South Church (645 Boylston St.)  The Old South Church is a magnificent work of Gothic Revival architecture which is open to the public to visit for Free . 

Commonwealth Ave – Wander down Commonwealth Avenue Mall to explore the statues and stately brownstone mansions along the way. This tree–lined green-space begins at the Arlington Street side of the Public Garden and offers a nice relaxing break from the action of Boylston Street.

Shopping – For some high–end luxury shopping, stop by Copley Place or the Prudential Center . Newbury Street is famed for its local boutiques and high–end shopping. On the eastern end, closest to the Public Garden you will find big–name designers like Gucci, Valentino, Chanel, Marc Jacobs, and Ralph Lauren. As you make your way down the street a few blocks, you’ll find more contemporary, affordable brands, including H&M. 

View Boston Observatory at the Prudential – The new observatory at the Prudential just opened in June 2023. Explore the 360 observation deck which offers a breathtaking view of Boston. 

Eateries near the Back Bay

The Oak Long Bar at Fairmont Copley Hotel has a stately atmosphere with dark wood which offers an elegant setting to enjoy drinks, raw bar and live entertainment. (138 St James Ave.)

Eataly – An Italian emporium filled with authentic Italian pasta, cheese, meats and pastries with an onsite restaurant and plenty of to–go options. (Prudential Center 800 Boylston Street)

Fire and Ice – An “all you can eat” experience where you choose the ingredients and it is cooked in front of you. (205 Berkeley Street)  

Sonsie is a very popular American bistro and wine bar on Newbury Street that has been around for over 25 years. (327 Newbury Street)

Where to Stay near Boston’s Back Bay Area

• Lenox Hotel
• Charlesmark Hotel
• Fairmont Copley Plaza
• Courtyard by Marriott Boston Copley Square

Beacon Hill 

Best for a Relaxed Upscale Vibe

The iconic Beacon Hill is Boston’s most prestigious neighborhood . Dating back to the early 19th century, this neighborhood was once home to Boston’s elite, including politicians, intellectuals, and prominent figures. As you wander through the picturesque streets lined with antique gas lamps and Victorian and Federal–style brick row houses , you will be transported to a bygone era. 

Beacon Hill gets its name from the beacon that once stood atop the hill, guiding sailors into Boston Harbor. The neighborhood is located off of Boston Common and borders the Downtown, Back Bay and Financial district. Staying in this area offers a quieter experience with attractions still nearby. Everything about this area emits romance. 

Things to Do in Boston’s Beacon Hill

Charles Street – Take a stroll down this quaint street where you’ll find vintage boutiques, art galleries, eateries and charming antique shops.

Acorn Street –  Stroll down the most photographed street in Boston.  This quaint, cobblestone street is just a few blocks from the Public Gardens off Charles Street. 

Louisburg Square – This historic square, with its gas street lamps and cobblestone streets, is the most affluent section of Beacon Hill. Look for #19 which is the home to former Secretary of State John Kerry and #10, where author Louisa May Alcott lived until her death in 1888. 

Boston Public Garden –  The Boston Public Garden was established in 1837 and is America’s first botanical garden. This Victorian–style garden, designed by Frederick Law Olmsted , is a tranquil green-space and the perfect place to relax.  

• Meander around the sprawling tree-lined walkways and enjoy the beautiful flowers, weeping willows and other interesting trees throughout the park and surrounding the lagoon.
• Take a walk over the Victorian Foot–Bridge .
• Ride the famous Swan Boats around the lagoon (Mid– April through September).
• See the famous George Washington statue (Arlington Street side).
• Don’t miss the Make way for Ducklings statues (Charles Street side). You may even see them dressed up.

Boston Common –  The Boston Common is considered to be the oldest public park in the United States . Originally, it was used for cattle grazing and even held public hangings. Today, the Boston Common is a popular green-space enjoyed year round by visitors and locals alike. 

The Boston Common is also the official start of the Freedom Trail . To learn more about the Boston Common and the Freedom Trail, see my Ultimate Guide to Boston’s Freedom Trail from a Local .

Charles River Esplanade – The Charles River Esplanade is a three–mile, 64–acre park that runs along the Charles River . To get there from the Public Garden you can take David G. Mugar Way (from the corner of Arlington/Beacon Street) and go over the Arthur Fiddler Bridge to the Esplanade. This is a great place to watch the sunset.

Events are held at the Hatch Shell, including the Fourth of July celebration with the Boston Pops Fireworks Spectacular. 

Eateries near Beacon Hill

Cheers Restaurant and Pub is the bar that inspired the hit TV comedy “Cheers”, starring Ted Danson (86 Beacon Street). Today, it is a popular tourist spot which serves up character inspired menu items and sells “Cheers” merchandise. Everybody may not know your name here (like the show), but it will be fun to visit. 

Alibai – Enjoy a cocktail or listen to some music at this trendy cocktail lounge, located in the old Charles Street Jail at the Liberty Hotel (215 Charles St.).

21st Amendment is a pub located next to the State House which serves up traditional pub food (150 Bowdoin St.). This eatery, named after the constitutional amendment, is still popular with politicos, lobbyists, and local media, but it also attracts tourists and Beacon Hill residents.

Carrie Nation Restaurant and Cocktail Club is a 1920 style speakeasy, located a few blocks behind the State House (11 Beacon St.). Dine in the main space or sneak back to the swanky lounge with plush leather seating, dark polished wood and billiards. 

Where to Stay near Beacon Hill

• The Liberty Hotel
• Beacon Hill Hotel
• The Whitney Hotel

Best for Italian Cuisine and Summer Street Festivals

The North End is a maze of narrow streets with some of the city’s oldest buildings and a few famous historic sites. Known as Boston’s “Little Italy” because of its large Italian population, the North End definitely lives up to its reputation.

There are amazing Italian restaurants, cafes and bakeries everywhere you turn and it is a very popular destination for Bostonian’s and visitors alike. 

The North End is an easy walk from Boston’s Waterfront. You can either follow the Freedom Trail markers or pick up Richmond St. at the end of the trellis structure in Christopher Columbus Park near Joe’s Bar and Grille. Just head straight down Richmond St. to Hanover St. which is the main street with the most restaurants.

Things to Do in Boston’s North End

The main draw of the North End is its famous Italian cuisine. This area is definitely a must-experience part of Boston . While you will find amazing cafes, bars, and restaurants throughout the neighborhood, the main concentration of eateries is on Hanover and Salem Streets.  

The Freedom Trail also winds through the North End where you can see the Paul Revere House (Site 12), Old North Church (Site 13) and the Copp’s Burying Ground (Site 14).  

Ultimate Guide to Boston’s Freedom Trail from a Local

Eateries in the North End

There are SO many great restaurants in the North End so you won’t go hungry but they do get very crowded. Making reservations is highly recommended , especially during the high season.

Some of the most historic and popular restaurants include:  

Cantina Italiana is the oldest restaurant in the North End serving classic Italian dishes since 1931.

Mamma Maria is a popular restaurant with rave reviews in the middle of North Square next to the Paul Revere House.

Ristorante Limoncello – Family owned with southern Italian recipes. 

Trattoria il Panino – Boston’s first original Trattoria offering fresh pasta with a late night menu. 

La Famiglia Giorgio’s – Family sized portions of all the classics.

Vinoteca di Monica Ristorante and Pasta Shop – A great selection of traditional favorites and home made pasta. Visit their Pasta Shop next door to get some to bring home. 

After Dinner Delights

Stop in Caffè Vittoria to enjoy a cappuccino, macchiato, latte or signature cocktail after dinner. This is Boston’s first traditional Italian café which opened in 1929.

Save room to treat yourself to a cannoli or other treat at Mike’s Pastry or Modern Pastry –  either place is sure to satisfy your sweet cravings but be sure to bring CASH and be prepared to wait in line which at times is around the corner – but it goes fast and worth the wait.

Where to Stay near the North End

• Bricco Suites
• Battery Wharf Hotel
• Boston Yacht Haven Inn
• Canopy By Hilton Boston Downtown

Charlestown

Best for Maritime and Colonial History 

Charlestown is a quaint waterfront town with Irish–American roots and a rich maritime history. 

The neighborhood features charming historical buildings and narrow streets that offer a glimpse into Boston’s colonial past. Most visitors come to Charlestown to finish off the last two stops of the Freedom Trail, but this area has much more to explore. 

Charlestown is on the northern side of the city and about a 30 minute walk from the North End. If you’re not up for walking, you can pick up a ferry from Long Wharf at the Waterfront that will bring you over to the Charlestown Navy Yard. 

Things to do in Charlestown

Charlestown Navy Yard: Take a stroll along the waterfront and explore the Charlestown Navy Yard and see the dry docks. Stop to admire the statues and sculpture art that is scattered around the Navy Yard. 

USS Constitution (Freedom Trail site #15) –  Tour “Old Ironsides”, the oldest commissioned warship afloat in the world. Admission is Free. 

USS Cassin Young –  Explore a historic navy destroyer which served in World War II. Admission is Free.  

USS Constitution Museum: Stop in the museum to learn about the history of “Old Ironsides” and the United States Navy through interactive exhibits, artifacts, and engaging displays. 

Bunker Hill Monument (Freedom Trail site #16) –  Head over to Bunker Hill to climb the 294 steps to the top of the iconic Bunker Hill Monument to get panoramic views of Boston. 

Eateries near Charlestown

The Anchor is a fun wine and beer garden next to the Navy Yard. Enjoy free comedy on Sunday nights starting in May. (1 Shipyard Park)

The Warren Tavern is one of the most historic taverns in America. Step into this cozy restaurant for a cold one or for some great chowder or lobster mac & cheese. (2 Pleasant St,)

Pier 6 – An upscale restaurant that offers fresh seafood and other New England favorites with waterfront views. (1 8th St)

Where to Stay near Charlestown

Charlestown is a little off–the–beaten–path from the main sightseeing attractions with limited options for accommodations. 

Residence Inn by Marriott Boston Harbor on Tudor Wharf

Looking for a unique and more affordable place to stay while you’re in Boston? Consider staying on a yacht or houseboat where you get lulled to sleep by the gentle waves and wake up to incredible views of Boston Harbor. Check out Bed and Breakfast Afloat at Constitution Marina and Green Turtle to see if this is for you. 

Seaport District

Best for a Modern City Experience 

Boston’s Seaport district has undergone a huge rejuvenation over the last couple years and has been transformed into a bustling area with a cosmopolitan vibe .

Take a ride down Seaport Boulevard and you will feel the energy with the high rise hotels, restaurants and colorful art sculptures scattered along the roadways. For anyone who has not been to this section of Boston for a few years, you will be amazed at the difference. I know I was!

The Seaport is shiny and new so you won’t get the real feel of historic Boston staying in this area. It is also a little removed from the main sightseeing attractions. If you have time, definitely venture over to experience this new area once you explore the historic areas of Boston. 

Things to do in Boston’s Seaport District

Seaport Boulevard: Stroll along the glitzy Seaport Boulevard to explore the sleek restaurants, bars and colorful public art scattered about. This newly revitalized area evokes a sense of energy with its high rise hotels and countless options for fun.  

  The Lawn on D – Stop by Boston’s “Back Yard” for some outdoor fun with lawn games, illuminated swings, bocce ball and new Pickleball court. (420 D St,)  

The Pavillion – An outdoor amphitheater that hosts live performances and events from May through October. (290 Northern Ave,)

Institute of Contemporary Art – Visit the ICA to see some interesting exhibits. (25 Harbor Shore Drive)

Boston Tea Party Ships and Museum – Step back in time and enjoy a dramatic and interactive reenactment of Boston’s famous Tea Party. (306 Congress St.)

Open Air Market –  If you will be visiting during the holiday season, be sure to visit the SnowPort Holiday Market. This outdoor market is host to over 200 local artisans and vendors where you can pick up some unique gifts. SnowPort was such a success, there is also a Summer Market as well.

Eateries near Boston’s Seaport District

James Hook & Co. – This little shack on the edge of Seaport Boulevard has been serving the freshest lobster and New England favorites since 1925 and is said to have the best lobster roll in town.  (440 Atlantic Ave,) 

Lookout Rooftop and Bar – This Seaport restaurant atop of the Envoy Hotel offers killer panoramic views of the city as well as delicious options for small bites. Head downstairs to The Outlook which offers a full menu. (70 Sleeper St)

Row 34 is a hot spot with exceptional seafood, specializing in locally sourced oysters with its shucking station.   (383 Congress St.)   

Lucky’s Lounge – A speak–easy style underground bar which serves up an assortment of casual eats and comfort food in a lively atmosphere. While there is an address, there is no sign out front. (355 Congress St.)

The Barking Crab – The Barking Crab is a landmark Boston restaurant. This casual waterfront eatery offers fresh, local seafood and is a popular place for boaters to dock and eat. (88 Sleeper St.)

Where to Stay in Boston’s Seaport District

Stay in the Seaport District if you are looking for more of a modern city experience and not planning on exploring many of Boston’s historic sites. There is plenty to do in this area but you will have to travel to get to the main tourist areas.

• Yotel Boston
• The Envoy Hotel
• Residence Inn by Marriott Boston Downtown Seaport
• Seaport Hotel Boston

Fenway– Kenmore Area

Best for Visiting Fenway Park and Nightlife

The Fenway– Kenmore area is home to Fenway Park , the home ballpark for the Red Sox, and the iconic Citgo sign which lights up Kenmore Square. While Fenway Park draws large crowds to this area, it is also where you will find some of the best museums.

With its large concentration of universities and lively restaurants, music venues and nightlife, this urban area of Boston is high energy and has a younger population. 

Things to do in Boston’s Fenway–Kenmore Area

Fenway Park (4 Jersey St,) – Fenway Park is the oldest ballpark in Major League Baseball and has been home to the Red Sox since 1912.

If the Red Sox are in town and you love baseball, try to get tickets to watch a game at this historic ballpark. You can also take the Fenway Park Tour to get up close and learn all about the history and legendary players. 

Boston Citgo Sign – This iconic landmark that overlooks Kenmore Square can be seen all around the city and has become a treasured beacon in the city since 1940. The sign changed to its current logo in 1965, lighting up the sky with neon lights. In 1983, it almost had its demise, but us Bostonians were outraged and protested. Thankfully, the sign was saved with a long–term commitment to protect it for decades to come. 

The MGM Music Hall is Boston’s newest live music venue in the Fenway area which hosts top pop artists like Bruce Springsteen, Bruno Mars and James Taylor. (2 Lansdowne St.) 

Museum of Fine Arts – The MFA is a world–class museum and one of the largest art museums in the country. The collection encompasses nearly 500,000 works of art, including art from ancient Egyptian to contemporary. It also hosts works by renowned artists like Monet, Van Gogh, and Rembrandt. (465 Huntington Ave.)

Isabella Stewart Gardner Museum – This unique museum showcases the personal art collection of Isabella Stewart Gardner with a gorgeous courtyard garden. It is also famous for the 1990 Art Heist where 13 paintings were stolen and never recovered. Today, empty frames still hang as a reminder of the loss of these precious works of art. (25 Evans Way) 

Symphony Hall – Experience world–class performances at Symphony Hall, the home of the Boston Symphony Orchestra. (301 Massachusetts Ave) 

Landsdowne Street – One of Boston’s most lively night time destinations where you will find lots of restaurants, clubs, bars and gaming rooms making it popular with the college crowd. 

Back Bay Fens – Stroll through this sprawling green-space which is part of the Emerald Necklace, designed by Frederick Law Olmsted. 

Christian Science Center Plaza – This impressive plaza with its reflective pool is the world headquarters of the Christian Science Church. Stop in the Mary Baker Eddy Library to see its world–famous Mapparium , an amazing 3D illuminated perspective of the globe. (Intersection of Massachusetts Ave, Clearway St, Belvidere St, and Huntington Ave.)

Eateries in Fenway–Kenmore Area

Cask ‘n Flagon – A legendary Fenway hangout since 1969 which is usually packed with Sox fans before and after games. (62 Brookline Ave.) 

Bleacher Bar – This upscale sports bar located inside Fenway Park overlooks the outfield. Plan it right and you can enjoy some great food while you get to watch the game for free!  (82A Lansdowne St,)

Loretta’s Last Call –  Get your country fix here with live music, weekly line–dancing, and other fun events. Loretta’s serves up country classics with a late night donut shop until 2:00am. (1 Lansdowne St.)

TimeOut Market –  Not sure what you want to eat? Time Out Market has you covered. This eatery offers selections from around the world including Italian, Mediterranean, Asian, and American influences. (401 Park St.) 

Where to Stay near Fenway–Kenmore Area

Staying in this area is not really recommended for First Time visitors since it is so far away from the heart of the city and historic sites and attractions. If you plan to take in a baseball game or visit one of the museums in the area, make it a day trip.

That said, here are a few suggestions just in case this is the spot for you. For all you Rock n’ Roll music lovers, check out the Verb.  

• The Eliot  
• Residence by Marriott Back Bay/Fenway

Best Time to Visit Boston

Boston is an amazing city to visit no matter what time of year. While Summer is the most popular time, the city awakens with beautiful flowers in the Spring and transforms into vibrant fall colors in the autumn. Winter can be cold and snowy but it can be magical as well with all the holiday glitter.

Bottom Line

A visit to Boston is an absolute must! It is truly amazing to learn about its history and admire the incredible architecture all around the city. As you explore the city, you’ll find each neighborhood is unique and offers a very different experience.

For First Time Visitors, the Downtown Waterfront area is where you will likely want to spend much of your time since that is where the majority of the historic sites are located.

The other must-see areas for a first timer would be Copley Square and the Beacon Hill area, including the tranquil Boston Public Garden and Boston Common . Of course, you will also need to experience at least one authentic Italian dinner in the North End while you are in town. Just be sure to make reservations and bring cash for a famous cannoli.

We can’t wait for you to come visit…Happy travels.

Explore More…

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Boston Travel Guide

Are you searching for some activities to enjoy in Boston, Massachusetts? Find your next great experience on our Calendar of Events . It provides the most popular Boston events , concerts , theater shows , musicals , sports events , festivals, holiday happenings, family events, unique tours, and more. Let us help you plan your vacation and discover everything Boston, MA has to offer. From tours and restaurants to things to do , get the most from your trip!

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Best Boston Tours

5 Top-Rated Tours from Boston, MA

Discover the best Boston tours. Explore 100+ points of interest. Hop on and hop off at all popular Boston tours and attractions. We’ve got several options to choose from to help you maximize your time in Boston and still see the best first. See our most recommended things to do in Boston, MA.

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.

• Discover Boston at your leisure with a hop-on hop-off trolley tour.
• See the most popular sights of Boston at your own pace.
• Hop on and off at any of the stops as often as you wish.

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Overview Join Boston’s only award-winning, original, Martha’s Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha’s Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks, and a discount card with island perks are provided during the drive.

• Hassle-free ride from Boston to Cape Cod aboard an air-conditioned Mini Coach Bus
• Panoramic ocean views on a cruise between Cape Cod and Martha’s Vineyard
• Spend hours exploring Martha’s Vineyard at your leisure – beaches, shopping, and dining available.
• Narrated Island Tour upgrade available with stops in Edgartown and Gay Head Cliffs

Boston Tea Party Ships & Museum Admission

Relive the most important event leading up to the American Revolution on this self-guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.

• Admission to the Boston Tea Party Ships and Museum.
• Get an in-depth look at the events leading up to the Boston Tea Party.
• Learn how the Boston Tea Party kick-started the American Revolution.
• See one of the two remaining tea chests from the Boston Tea Party.

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

• Historic sightseeing cruise of Boston Harbor.
• Narrated tour with tales of the Revolutionary War, Legends of the Sea, and Boston’s Historical Figures
• See America’s oldest continuously manned lighthouse
• Sail through the Harbor Islands National Park Area and Boston’s working Port.

Boston Whale Watching Cruise by High-Speed Catamaran

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The onboard galley offers food and beverages for purchase during the trip.

• Boston Whale Watch Cruise aboard a high-speed catamaran.
• See Humpbacks, Finbacks, and the critically endangered Right Whales during your sail.
• Enjoy a scenic whale-watching cruise around Stellwagen Bank National Marine Sanctuary.
• Narrated by a New England Aquarium Naturalist as your Guide.

Boston Day Trips

5 Top-Rated Day Trips from Boston, MA

Blessed with beautiful natural areas, Massachusetts contains an array of unique attractions for all types of travelers. In cities and towns, visitors will find museums, unique attractions, and great restaurants. In the more remote parts of Massachusetts, there are waterfalls, miles of hiking trails, and tranquil beaches. Classic New England towns and quiet fishing villages line the Massachusetts coast. Massachusetts enjoys a unique history that lives on in full force through its special attractions and well-preserved historic places.

Martha's Vineyard Day Trip with Optional Island Tour from Boston

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

• Ground and boat transport get you to the Vineyard with one booking.
• Customizable tour: choose between independent and guided options.
• Early departure for more time on Martha’s Vineyard.
• Ferry trip is a great chance to see the coast and marine wildlife.

Boston to Salem One-Way or Round-Trip High Speed Ferry

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. One-way or round-trip tickets are available with a variety of convenient departure times.

• Fast, efficient transportation between Boston and Salem.
• Onboard galley offers food and beverages for purchase.
• See top Salem and Boston attractions within walking distance of the ports.
• One-way or round-trip ferry service available.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

Discover historic New England as you explore two iconic Massachusetts destinations on this full-day tour from Boston. Travel through Quincy, MA, the birthplace of two U.S. Presidents, and journey along the state’s South Shore coastal area on route to Plymouth. Explore the 400-year-old town’s harbor, enjoy lunch (own expense), view Plymouth Rock, and tour Plimoth Plantation. You’ll also board the Mayflower II and learn the fascinating history of the Pilgrim’s.

• Explore multiple historic New England sites in just one day—ideal for travelers short on time.
• Bypass lengthy queues with skip-the-line entrance to Plimoth Plantation.
• Admission to the Mayflower II included as an added convenience.
• Round-trip transport by mini-coach ensures a stress-free excursion.

Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown.

Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex, and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook, and discount offer card are included.

Boston Freedom Trail Day Trip from New York City

Swap the Big Apple for a day in history-steeped Boston undistracted by transportation worries. Travel to the city by comfortable vehicle, and enjoy a comprehensive tour of its highlights with the benefit of a guide for commentary. Stroll around Cambridge’s Harvard Yard, admire the city’s Revolutionary-era landmarks along the Freedom Trail, and enjoy free time for a lunch of local favorites such as clam chowder at Quincy Market.

• Explore historical Boston on a day trip from New York City.
• No planning needed: go by luxe vehicle and hear about the sites via a guide.
• Tour Harvard, walk the Freedom Trail, and see the Boston Tea Party site.
• Time for local seafood meal (own cost) such as lobster roll at Quincy Market.

Welcome to Boston, MA

Boston , officially the City of Boston , is the capital and most populous city of the Commonwealth of Massachusetts in the United States and the 24th-most populous city in the country. Whether you’re a local, new in town, or just cruising through we’ve got loads of great tips and events. Boston is perfect for family fun and romantic getaways. Start planning your Boston trip. Explore the complete list of Entertainment Venues in Boston , MA. Check out our events calendar for concerts , theater shows , musicals , sporting events , and more.

Entertainment Venues

The Perfect 3 Days in Boston Itinerary (2024 Update)

• Last Updated: February 4, 2024

Planning a trip to Beantown and wondering what to do? Keep reading for an incredible 3 days in Boston itinerary!

Few cities are as important in the history of the United States as Boston. In fact, the capital of Massachusetts is known as the “Cradle of Liberty” for its role in the American Revolution.

Those interested in the early history of the USA will absolutely love visiting Boston. And you can cover some solid ground over a long weekend in the city.

In addition to all the historical sights, Boston boasts several world-class museums and some of the best universities in the world.

It’s also a top-notch sports city, with some of the most successful teams of all time like the Boston Red Sox, Boston Celtics and New England Patriots.

If you’re ready to plan a perfect vacation in Boston, read on for a solid gameplan for visiting this historic American city.

My epic itinerary will take you to:

READ MORE: Check out our brand new, complete guide on the best things to do in Boston !

Table of Contents

When to Visit Boston

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The first step in crafting a 3-day Boston itinerary is figuring out when to visit. Winters here can be brutally cold and unforgiving, which is not exactly ideal for exploring a city.

Of course, the warmer weather of the summer months also brings hordes of tourists and their selfie-sticks. For a nice happy medium, you may want to consider visiting Boston in late spring or early fall.

Whenever you visit Beantown, there’s sure to be a lot going on. In a city with so many major sports teams, art museums, and a lively music scene, you have tons of options for entertainment.

I don’t know about you, but I always check the calendar of events in a city before travelling there. If you’ve only got a few days in Boston, you might want to check and see if there are any games, concerts, or performances you’d like to attend.

Wherever you decide to lay your head during yours Boston itinerary, getting around the city is a breeze. Boston is a very walkable city and it also has excellent public transportation.

You can get most places in Boston on the metro, which is known as “the T” here. There are also local buses and ferries, as well as a commuter rail.

For visitors, your best bet is buying a CharlieTicket 1-day or 7-day pass. The 1-day costs $12.75 and the 7-day runs $22.50, so it’s actually a good deal even though you’re only spending a short time in the city.

Head here to read more about the various options for getting around Boston.

Read Next: Don’t forget to plan to enjoy some of the best Boston day trips !

Finally, the one thing I seriously recommend is investing in a Boston CityPASS , which is basically a card that gives you discounts at many of the main attractions in the city.

You buy the pass for $64, and it gives you entrance into the following Boston attractions:

• New England Aquarium,
• Boston Museum of Science
• Boston Harbor Cruise or
• Harvard Museum of Natural History
• Franklin Park Zoo

If you bought all of these separately, it’d cost $120.65, so you save 45% by buying the Boston CityPASS.

Now that you know a bit more about the city, let’s get this show on the road and take a look at what to do in Boston in 3 days.

Day 1 – Morning

If you want to start your day like a true Bostonian, grab a coffee and a donut from Dunkin’ Donuts and get a move on!

With a nice sugar high and a caffeine buzz, you’re primed and ready to kick off this itinerary.

When it comes to the best things to do in Boston, walking the Freedom Trail definitely tops the list.

This is a 4km-long path through downtown that takes you to 16 different historical sites, many of which played a role in the American Revolution. Follow the footsteps of the founding fathers as you take a walk through American history on the trail.

The best place to start out is Boston Common, which is actually the oldest public park in the country.

You’ll have to save chilling in the park for later, though, as we’ve got a busy Boston itinerary to get to!

Heading north out of the park, you’ll visit several important historical landmarks on the North End.

There’s the Massachusetts State House, King’s Chapel Burial Ground, the Old South Meeting House, and Old State House, among others.

The latter is the site of the Boston Massacre, which served as a catalyst for the Revolutionary War.

Following the Freedom Trail through the North End on your own is quite easy, as it’s well-marked and there are plenty of informative signs along the way.

You don’t have to join a guided tour. If you’re on a budget, you can just make your own tour.

Click here to download the official brochure of the Freedom Trail and then head here to check out an interactive map.

Those who prefer listening to reading can drop down a cool $15 to download a 2-hour audio tour . Just download the app and purchase the tour and you’re ready to rock.

Finally, you can sign up for an official tour and have a knowledgable local guide lead you around town.

READ NEXT: Looking for more history? Be sure to check out our list of the best things to see and do in Philadelphia !

Day 1 – Afternoon

How long you spend on the Freedom Trail is entirely up to you. Most of the sites are free to visit, but a few of them charge an entrance fee (Old State House, Old South Meeting House, and Paul Revere House).

Some people like to linger and read all the information, while others prefer to breeze through and snap a photo or two. Personally, we spent about three hours visiting a bulk of the sites along the way.

After taking in so much history in so little time, you’re probably ready to chill and grab some food. Thankfully there’s a spot on the trail that makes for the perfect lunch break.

READ MORE: Check out our other epic city guide on how to spend 3 days in New York !

With only a few days in Boston, you’ll definitely want to try as much local food as possible. Hopefully, you’re nice and hungry by this point in the day, because there are lots of options at Faneuil Hall on the edge of North End.

This is one of the most historic sites in all of Boston, as it’s where the Sons of Liberty gathered to discuss independence from Great Britain. It’s been an important meeting place and market ever since it was built in 1742.

To learn more about the importance of Faneuil Hall, you can join a free talk in the historic Great Hall. These begin every half an hour between 9:30 and 4:30.

Oh yeah, back to the food! Sorry folks – there’s just so much to cover with only so much time! Inside the hall, you’ll see lots of excellent options in Quincy Market.

When in Boston, one must eat a bowl of chowdah . For those unfamiliar with the Boston accent, I’m talking about clam chowder – a creamy seafood soup that’s a local favorite.

Or splurge and get a classic New England lobster roll!

If you want to be a mega-tourist, add a stop at Cheers. This bar is a replica of the one from the famous TV show and while a bit cheesy, is a fun place to grab a drink.

Before you go, be sure to check out the amazing street performers outside of the hall. From magicians to jugglers to clowns to mimes, there are some incredibly talented people here.

If you’re feeling the history vibe, then you can keep on cruising along the Freedom Trail and cross over the Charles River.

You could easily spend the rest of your afternoon crossing the remaining sites off your list, among them Paul Revere’s House and the USS Constitution.

Both charge an entrance fee ($5 and $10 respectively) so you may want to take that into consideration.

Should you feel a bit tired of reading plaques and looking at statues, just head back to where the day started and spend some more time exploring Boston Common.

Take a walk through the park and cross Charles Street, and you’ll find yourself in the Boston Public Garden. Cruising around the pond on a swan boat in Boston Public Garden is definitely among the top things to do in any Boston itinerary.

Near Boston Public Gardens and Boston Common is Beacon Hill , another gem of the city. Beacon Hill is one of the most beautiful Boston neighborhoods, so if you have time time it’s worth strolling around.

Beacon Hill is a residential area full of picturesque brick buildings, old fashioned apartments, and lots of greenery. Beacon Hill is always charming, but it is especially scenic if you visit in winter when there is snow falling everywhere.

Read Next: Looking for more history on the east coast? Check out our awesome 3 days in Philadelphia itinerary !

Day 1 – Evening

After a very busy start to your Boston itinerary, it’s time to enjoy a bit of leisure time to wrap up day one. And I know just the place to do that!

Once you’re satisfied with your time in the garden, head out to nearby Newbury Street. This popular commercial area is famous for its well-preserved brownstones that house a wide variety of businesses.

Unless you’re looking to drain your wallet, move quickly along the street. You see, the higher end of the street is full of luxury brands, earning it a reputation as one of the most expensive streets in the US.

As you get to the lower numbers, you’ll find some more budget-friendly options. Take your pick from the countless cafes, shops, and bars here before our last stop.

To wind down day one, head to the nearby Skywalk Observatory for the best panoramic views of Boston.

The observatory is located atop the Prudential Centre and it’s the only sky-high vantage point in the city. Try to time your visit around sunset for an absolutely epic view!

Tickets are a bit pricey at $21 for adults, but it’s worth it on a clear day. You can even see into the neighbouring state of New Hampshire on a nice day here.

In addition to the observatory, your ticket also includes admission to the Dreams of Freedom Museum. This museum celebrates the diversity of Boston and the importance of immigrants in shaping the city.

If you’re looking for a nightcap, there are plenty of bars in the area. Otherwise, head home and get some rest to gear up for the remainder of your time in Boston.

Day 2 – Morning

Rise and shine, because we’ve got another big day in Boston! Grab some brekky and coffee, lace up your walking shoes, and let’s go!

Thanks to its location, Boston has a beautiful waterfront with plenty to see and do, particularly on the North End. This makes for the perfect place to spend a relaxing morning in Beantown.

The thing about the Waterfront is that there’s just so much going on here that there’s no way to pack it all into your Boston itinerary. That’s why it’s time to…

While I’m here to help you explore Boston in 3 days, I’m not giving you a concrete Boston itinerary. Travel is all about going with the flow, after all. That’s why it’s time to choose your own adventure at this point in the tour!

Here are just a few of the many things you can do along the Waterfront:

This beautiful green space offers some fantastic views of Boston Harbor on the North End. On a nice day in Boston, there are few places better to be than this!

In addition to enjoying the views, you can also take a walk in the rose garden or head across the street for a ride on the Greenway Carousel.

Another option while you’re over here is the New England Aquarium. It’s a very impressive aquarium, highlighted by their Giant Ocean Tank. This is home to the aquarium’s most famous resident – Myrtle the Sea Turtle.

You can also catch a show at the IMAX theatre or join a whale watching tour here. These tours run between April and November and make for an unforgettable experience.

Click here to buy an entry ticket to the New England Aquarium. Unless you already have a Boston CityPASS, in which case the ticket is included!

HOT TIP: The New England Aquarium is included with your Boston CityPASS!

In the Waterfront area, you have plenty of options for a unique guided tour of Boston. Take your pick between an Old Town Trolley Tour , a Boston Harbor Cruise, or a Duck Tour.

If you’re wondering about that last one, I’m not talking about exploring Boston with a flock of birds.

A “duck” is a special amphibious vehicle that brings you on a tour of Boston before splashing down into the Charles River.

A Duck Tour is a super family friendly way to explore Boston by road and by water.

Alternatively, you can book a Boston Harbor cruise . Boat cruises are always fun, and there is a wide variety of boat tours in Boston to choose from.

Choose between a historical sightseeing cruise , a Boston Harbor Cruise with buffet lunch , or a sunset yacht cruise.

You can also tour Harvard University , one of the country’s most famous schools. The grounds are beautiful and lots of cool history happened at Harvard University, so it’s worth checking out.

Day 2 – Afternoon

Whatever you decide to do on the Waterfront, make sure to include a quick stroll along the scenic Rose Kennedy Greenway.

This is one of the best places for cafes and restaurants in the area, so go ahead and take your pick for a lunch break.

There are several great museums to choose from in Boston, and a few of them are located right over here.

If you’re ready to dive back into the history lesson we started on day one, head to the Boston Tea Party Museum & Ships. Here you get to go aboard a replica ship and actually re-enact the famous event.

The Boston Tea Party is one of the most well-known events in American history so it’s kind of like meeting a celebrity.

Tickets for the museum cost $40 for adults and you can save a few bucks by booking online . This is a rare museum that’s fun for the whole family, so it’s a great choice if travelling with kids.

Speaking of the kiddos, the Boston Children’s Museum is located right next door. It’s an interactive museum and is super fun, even for big kids! Tickets cost $18 and you can book online .

While Ben Franklin may not have ever actually uttered the words “Beer is proof that God loves us and wants us to be happy,” there’s still a lot of wisdom behind the quote!

It’s been a busy time in Boston so far, so I’d say it’s time for a cheeky brew!

Cruise over to the nearby Seaport District of Boston to find Harpoon Brewery & Beer Hall. They run tours every day and tickets are sold on a first-come, first-serve basis. Check their website for all the details.

If you just want a drink and don’t need a brewery tour to go along with it, another option is the Fort Point location for Trillium Brewing . These guys make some killer beers and have a solid restaurant as well.

While it’s a bit of a hike from the harbor, Samuel Adams is probably the most famous Boston brewery.

They’re located in the Jamaica Plain part of the city and their last tour starts at 5 PM. Check their website to read about all their tour options.

Day 2 – Evening

How you choose to spend your evening totally depends on what time of year you visit, your interests, and your energy level. After all, it’s already been a huge experience in Boston so far!

With so many options and so many variables, you know what that means. It’s time to choose your own adventure.

As a native Detroiter I hate to admit it, but Boston is one of the best cities for sports. Not just in the US, either, but in the entire world.

I mean, they won the Super Bowl AND the World Series in the same year and were just one game away from adding the Stanley Cup. That’s unreal!

If you’re in Boston between October and May, there’s a good chance either the Celtics (NBA) or Bruins (NHL) have a home game at TD Garden.

Even if they’re away, the bars around the arena are lively. I particularly enjoyed the hilariously named “The Greatest Bar.” Yeah, they’re not too humble around here when it comes to sports and drinking!

While the New England Patriots (NFL) are technically a Boston team, they play pretty far outside of the city centre. If you’re willing to make the trek, most home games are on Sunday afternoons between September and January.

If the Red Sox are in town, you should definitely try to score tickets. After all, baseball is America’s pastime! Plus, the Red Sox play at Fenway Park, the oldest ballpark in the country.

Historic Fenway Park has to be on your list of what to see in Boston, even if there’s no game going on.

You can book a 1-hour guided tour of the sports ground here .

Live music lovers will be happy to hear that there are plenty of options for jamming out in Beantown. From a classy night out with the symphony to a wild night of head-banging along to some heavy metal, you can find it here.

To figure out where to go for some tunes in Boston, I recommend checking out this article on the 25 best music venues in the city. I always use Jambase to see what shows are on in a city when I’m travelling there.

Of course, you can always just go out and see where the night takes you. This is a city that likes to party so you’re guaranteed to find something fun. You’ve got to go big at least one night!

Day 3 – Morning

Depending on how your night wound up, it might be a slow start to the final day. Thankfully there’s no shortage of places to get a late and leisurely brunch in this town!

We hit up Zaftigs Delicatessen ( click here for directions) during our Boston itinerary and really enjoyed it. There’s nothing like some eggs benedict and a strong coffee to bring you back to life!

Let’s finish up this itinerary with a bang!

To kick off day three, head to the Fenway-Kenmore part of the city. Here are some of the best museums in town, including the Museum of Fine Arts Boston , which dates back to the 19th century.

You could honestly spend the entire day in here and not even scratch the surface. They have such a vast collection of art from all over the world it’s mind-boggling.

Be sure to have a look at their visitor guide so you can make a gameplan. Tickets cost $25 for adults and you can book online ahead of time to skip the line.

Another one of the best art museums is the nearby Isabella Stewart Gardner Museum . This incredible art museum is located in the former home of its namesake, which was built in the style of a 15-century Venetian palace.

Inside, you’ll see three floors full of art, surrounding a lovely courtyard and garden. This has got to be one of the nicest looking museums out there!

At just $15, the Isabella Stewart Gardner Museum is well worth the price of admission to add this one-of-a-kind museum to your itinerary.

Click here to book tickets online.

Another option is the Institute of Contemporary Art . Located on the waterfront, this stunning museum showcases so much interesting contemporary art and often has performances and exhibitions. Visit the website for more info!

HOT TIP: The Museum of Science is included with your Boston CityPASS!

Whichever museum you choose to visit, be sure to drop by the nearby Back Bay Fens on your way out. This tranquil green space is a part of the larger Emerald Necklace chain of parks throughout Boston and Brookline.

This is the perfect place for a leisurely stroll after a jampacked 3 days in Boston. While you’re here, don’t miss the beautiful Kelleher Rose Garden.

In addition, you can visit one of only two remaining “Victory Gardens” in the US that were planted by citizens to help grow food during World War II.

There’s also a temple bell here that was donated by Japan after the war as a symbol of peace.

Day 3 – Afternoon

After a moment of peace and quiet out in nature, it’s time to finish up your Boston itinerary! Next up, we’re headed to one of the most iconic places in the city – Fenway Park.

Since it’s a major sporting venue, there are tons of places to eat and drink around Fenway. Go ahead and take this opportunity to grab some lunch and take a load off before visiting the ballpark.

Dating back to 1912, Fenway is the oldest ballpark in America. It’s home to the city’s beloved Red Sox, and is a must-see when you visit Boston.

As I mentioned earlier, it’s worth it to visit Fenway even if there isn’t a Boston Red Sox game going on. They run tours of the ballpark from 9-5 during the season, even on game days (tours run 10-5 from November to March).

In an age of excessive corporate sponsorship and tacky theme park-esque ballparks, it’s nice to visit one of the originals. I’m a Tigers fan for life but I’ve got to admit that going to Fenway Park is an incredible experience.

On a tour of Fenway, you’ll get to learn all about the unique features of the ballpark, such as its famous “Green Monster.”

You need to book ahead of time if you want to do a tour, and you can do that here .

If there’s not a game going on at Fenway or you’re just not into baseball, let me present an alternative option.

Not too far up the road is the John F. Kennedy National Historic Site, birthplace and childhood home of the 35th US President.

You can normally tour the grounds, but the National Historic Site is actually closed until 2023 for maintenance and renovations. But when they are ready to reopen, it should definitley have a place on your Boston itinerary. Check their website for more information.

If you’d like to learn more about JFK and his legacy, you can also consider adding a trip to his presidential library and museum to your Boston itinerary.

Day 3 – Evening

Congratulations on making it to the end of a busy stay in Boston! I definitely didn’t go easy on you with this one…

If you actually followed this beast of an itinerary, chances are you’re pretty spent by now. It’s your last night in Beantown, though, so power through and head out for one last night.

With so many options in Boston, it’s time once again to…

We’ve already covered sports and live music here, but there are lots of other great options for entertainment in Boston.

One popular option is an escape room. There are a few near Boston Common, including Trapology and Escape the Room . Find the clues and solve some mind-bending puzzles to make your escape in time!

Perhaps you’d rather wind down your time in Boston with some laughs. The city is home to many excellent comedy clubs, including Improv Asylum.

Check out their website to see what’s playing while you’re in town.

If you’d prefer to just have a nice dinner and a few drinks, the area around the Waterfront is full of great restaurants and bars.

South Boston, locally known as “Southie”, also has great nightlife.

And that about does it for how to spend 3 days in Boston!

Boston Travel Guide

Where to stay in boston.

This isn’t the biggest city, but you still want to give some consideration to where you stay. Downtown is the hub of tourist activity and thus has the biggest selection of accommodation.

If you’re planning on spending a lot of your time in Boston in museums and at the ballpark, the Fenway-Kenmore area is a better choice. Those focused on fine dining and shopping should look to the Back Bay area of the city.

Beacon Hill is centrally located, but it’s quite expensive.

In these areas, you’ll find a wide range of accommodation choices.

Boston is home to budget hostels, mid-range hotels, luxury resorts, and everything in between. Here’s a top choice for each category:

When it comes to hostels, you just can’t beat HI Boston. It’s in a great location, just steps away from Boston Common and the start of the Freedom Trail.

Hosteling International is all over the world and they know what backpackers like! They offer free breakfast as well as free walking tours, a nice TV room to chill in, a pool table, and much more.

HI Boston also has laundry facilities and a nice cafe with free WiFi if you need to get a bit of work done or just post pictures from your awesome 3 days in Boston.

Dorm beds here are comfy and each one has a light and outlet. These range from $40-60 a night depending on the number of beds in the room.

This fantastic hotel is located in one of Boston’s most historic neighbourhoods – Back Bay. Here you can see 19th-century townhouses.

They have four different room types, from their standard room to their luxury bay window king room. All rooms include free WiFi and breakfast.

All guests can enjoy their nice common area, where there is a computer and printer along with free tea, coffee, and cookies. Yummy!

If you’re hoping to catch a game at Fenway, this is an excellent choice as the ballpark is just a mile away. Rooms start at $259 a night here.

If you’re looking to live it up, the Boston Waterfront Hotel on the North End is the place for you. This 5-star hotel is located right on the Rowes Wharf and is known for its “classically current” style.

All of the 232 rooms here are beautifully designed with tremendous attention to detail. These range from their Superior Room all the way up to the unreal John Adams Presidential Suite.

There are several options for wining and dining on-site, including the Meritage Restaurant & Wine Bar and Brewer’s Alley. You can also get room service here 24/7!

As if that weren’t enough, they also have a state-of-the-art gym here with a three-lane pool and a spa. You’re really living the good life if you stay here!

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

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I would love to visit Boston in the summer! This itinerary looks perfect!

This is an excellent itinerary for anyone planning a short trip to Boston! Your suggestions for must-visit sights and activities are well thought out and cover a good range of interests, from history to food to outdoor exploration.

Thank you so much. We appreciate it 🙂

Great 3 days itinerary!Really useful tips about and informative content about boston.Thanks for sharing.

Thanks so much. Glad the article was helpful. 🙂

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Boston Travel Guide 2023-2024 . Discovering the Heart and Soul of Boston: A Journey Through its Attractions, Shops, Theaters, Galleries, Tours, Places ... Spots. The Boston Travel Guide 2023-2024 Paperback – May 1, 2023

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• Fenway Park
• New England Aquarium
• Quincy Market
• The Freedom Trail
• King's Chapel
• Boston Tea Party Ships & Museum
• The Paul Revere House
• Uss Constitution Museum
• The Old North Church
• Beacon Hill
• Newbury Comics
• Brattle Book Shop
• Trident Booksellers & Cafe
• Cambridgeside Galleria
• Brookline Booksmith
• The Garment District
• Boston Public Market
• Copley Place
• Museum Of Fine Arts
• Museum Of Science
• Isabella Stewart Gardner Museum
• The Institute Of Contemporary Art
• Boston Children's Museum
• The Sports Museum
• The Massachusetts Historical Society
• The Nichols House Museum
• The Paul S. Russell, Md Museum Of Medical History And Innovation
• The Old State House
• Boston Opera House
• Huntington Theatre Company
• Shubert Theatre
• Cutler Majestic Theatre
• Wilbur Theatre
• Calderwood Pavilion At The Bca
• Boston Playwrights' Theatre
• American Repertory Theater
• Paramount Theatre
• Lyric Stage Company Of Boston
• Gallery Naga
• Abigail Ogilvy Gallery
• Pucker Gallery
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• Sowa Art + Design District
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• Acme Fine Art
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• Boston Duck Tours
• Old Town Trolley Tours
• Freedom Trail Foundation Tours
• Boston Harbor Cruises
• Boston Food Tours
• Fenway Park Tours
• Boston Brewery Tours
• Boston Segway Tours
• Boston By Foot
• Charles Riverboat Company
• The Esplanade
• Charles River Walk
• The Rose Kennedy Greenway
• The Emerald Necklace
• Boston Harborwalk
• Black Heritage Trail
• Commonwealth Avenue Mall
• Southwest Corridor Park
• The Public Garden
• The Arnold Arboretum
• Legoland Discovery Center
• Franklin Park Zoo
• Sky Zone Trampoline Park
• Blue Hills Reservation
• Make Way For Ducklings Statues
• Tadpole Playground
• Castle Island
• Union Oyster House
• Neptune Oyster
• Myers + Chang
• The Capital Grille
• Giacomo's Ristorante
• The Daily Catch
• The Hawthorne
• Wally's Cafe
• The Beehive
• Lolita Cocina & Tequila Bar
• Improv Asylum
• House Of Blues Boston
• Aeronaut Brewing Company
• The Black Rose
• Print length 134 pages
• Language English
• Publication date May 1, 2023
• Dimensions 6 x 0.31 x 9 inches
• ISBN-13 979-8393212377
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• ASIN ‏ : ‎ B0C2S71DYS
• Publisher ‏ : ‎ Independently published (May 1, 2023)
• Language ‏ : ‎ English
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• Item Weight ‏ : ‎ 9.1 ounces
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Traffic in the Boston area got worse in 2023, study shows

T he average Boston driver spent 88 hours stuck in traffic in 2023, 10 more than the year before, according to an annual study from INRIX, a transportation analytics company, as solutions like improving public transit and charging drivers for road usage remain politically unviable in Massachusetts.

The worsening delays put Boston in the top five most congested cities in the United States, according to INRIX, and among the top 10 in the world.

Previously, INRIX found the average Boston driver had lost 134 hours to traffic in 2022. But, this year, the company changed its methodology to gather data on more roads, as travel patterns have changed since the pandemic, and re-calculated its data going back to 2019 using the bigger road network, said INRIX transportation analyst Bob Pishue.

“What we found is that there are a bunch of trips being made around the region,” Pishue said. “Previously, it was a lot more downtown focused versus suburb to suburb. We’re catching some of those commute patterns in this as well.”

The most congested US city in 2023, according to INRIX’s score card, was New York, with the average New Yorker losing 101 hours, followed by Chicagoans, who lost 96 hours, and Los Angelenos, who lost 89 hours. Boston came in fourth for US cities, with delays that were just about as bad as before the pandemic, INRIX found. About 40 percent of US urban areas have met or exceeded pre-pandemic traffic levels.

Globally, Mexico City, London, Paris, Istanbul, and Cape Town are among the top 10 most congested cities.

In Greater Boston, Interstate 93 south between the Zakim Bridge and Route 3 ranked among the top 10 busiest US corridors, coming in seventh.

And far more people are traveling in the middle of the day in Boston and across the United States now compared to before the pandemic, said Pishue.

In 2019, there was a big spike in trips that started at 7 a.m. and another in trips that started at about 3 p.m. But now, there is sustained traffic throughout the midday and into the afternoon, eliminating the traditional peak travel periods, Pishue said.

“That’s where the demand is now, not the morning commute,” Pishue said.

Efforts to get more people in Boston out of their cars and onto public transit have stalled as T service remains far less frequent than before the pandemic. And long-discussed ideas to help curb car travel, like congestion pricing, have not advanced on Beacon Hill.

The MBTA offered about 13 percent to 14 percent fewer trips in its weekday scheduled bus and subway service this spring than in the spring of 2019, before the pandemic, according to data provided by the T.

Riders took only 64 percent as many trips in March of this year as they did in March 2019, according to T data.

The MBTA remains underfunded . Budget proposals from Governor Maura Healey, the state House of Representatives, and the state Senate for the fiscal year that starts next month all leave the MBTA hundreds of millions of dollars short on its operating budget, forcing the agency to use all of its deficiency fund to close the gap. The T has $11 billion worth of infrastructure projects its staff has deemed critical for the next five years that are unfunded, part of a larger $25 billion backlog.

Massachusetts Department of Transportation spokesperson Amelia Aubourg did not respond to questions about why Boston traffic is getting worse and when people can expect traffic to improve. She said in a statement that the Healey administration “has made landmark investments in transportation.” MassDOT has a grant program for municipalities to improve signal equipment and change intersection infrastructure as well as a “Congestion Steering Committee” to strategize about how to improve congestion.

“MassDOT remains committed to advancing several strategies to improve safety, access to multimodal transportation options, and that ease congestion,” Aubourg said in a statement.

A spokesperson for Healey, Karissa Hand, said the administration is not considering congestion pricing at this time.

Spokesperson for Boston’s “Streets Cabinet” Anne Roach said the city hears from residents that “traffic can be stressful and takes time away from family, friends, and work.”

“Since we cannot expand our streets, we must find ways to move more people through our existing infrastructure,” Roach said, adding that the city’s plans include adding more bus and bike lanes, optimizing traffic signals, increasing parking enforcement, and repaving roads.

Traffic in the Boston area got worse in 2023, study shows

The average Boston driver spent 88 hours stuck in traffic in 2023, 10 more than the year before, according to an annual study from INRIX, a transportation analytics company, as solutions like improving public transit and charging drivers for road usage remain politically unviable in Massachusetts.

The worsening delays put Boston in the top five most congested cities in the United States, according to INRIX, and among the top 10 in the world.

Previously, INRIX found the average Boston driver had lost 134 hours to traffic in 2022. But, this year, the company changed its methodology to gather data on more roads, as travel patterns have changed since the pandemic, and re-calculated its data going back to 2019 using the bigger road network, said INRIX transportation analyst Bob Pishue.

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“What we found is that there are a bunch of trips being made around the region,” Pishue said. “Previously, it was a lot more downtown focused versus suburb to suburb. We’re catching some of those commute patterns in this as well.”

The most congested US city in 2023, according to INRIX’s score card, was New York, with the average New Yorker losing 101 hours, followed by Chicagoans, who lost 96 hours, and Los Angelenos, who lost 89 hours. Boston came in fourth for US cities, with delays that were just about as bad as before the pandemic, INRIX found. About 40 percent of US urban areas have met or exceeded pre-pandemic traffic levels.

Globally, Mexico City, London, Paris, Istanbul, and Cape Town are among the top 10 most congested cities.

In Greater Boston, Interstate 93 south between the Zakim Bridge and Route 3 ranked among the top 10 busiest US corridors, coming in seventh.

And far more people are traveling in the middle of the day in Boston and across the United States now compared to before the pandemic, said Pishue.

In 2019, there was a big spike in trips that started at 7 a.m. and another in trips that started at about 3 p.m. But now, there is sustained traffic throughout the midday and into the afternoon, eliminating the traditional peak travel periods, Pishue said.

“That’s where the demand is now, not the morning commute,” Pishue said.

Efforts to get more people in Boston out of their cars and onto public transit have stalled as T service remains far less frequent than before the pandemic. And long-discussed ideas to help curb car travel, like congestion pricing, have not advanced on Beacon Hill.

The MBTA offered about 13 percent to 14 percent fewer trips in its weekday scheduled bus and subway service this spring than in the spring of 2019, before the pandemic, according to data provided by the T.

Riders took only 64 percent as many trips in March of this year as they did in March 2019, according to T data.

The MBTA remains underfunded . Budget proposals from Governor Maura Healey, the state House of Representatives, and the state Senate for the fiscal year that starts next month all leave the MBTA hundreds of millions of dollars short on its operating budget, forcing the agency to use all of its deficiency fund to close the gap. The T has $11 billion worth of infrastructure projects its staff has deemed critical for the next five years that are unfunded, part of a larger $25 billion backlog.

Massachusetts Department of Transportation spokesperson Amelia Aubourg did not respond to questions about why Boston traffic is getting worse and when people can expect traffic to improve. She said in a statement that the Healey administration “has made landmark investments in transportation.” MassDOT has a grant program for municipalities to improve signal equipment and change intersection infrastructure as well as a “Congestion Steering Committee” to strategize about how to improve congestion.

“MassDOT remains committed to advancing several strategies to improve safety, access to multimodal transportation options, and that ease congestion,” Aubourg said in a statement.

A spokesperson for Healey, Karissa Hand, said the administration is not considering congestion pricing at this time.

Spokesperson for Boston’s “Streets Cabinet” Anne Roach said the city hears from residents that “traffic can be stressful and takes time away from family, friends, and work.”

“Since we cannot expand our streets, we must find ways to move more people through our existing infrastructure,” Roach said, adding that the city’s plans include adding more bus and bike lanes, optimizing traffic signals, increasing parking enforcement, and repaving roads.

Taylor Dolven can be reached at [email protected] . Follow her @taydolven .