tripadvisor tuscany wine tour

THE 10 BEST Tuscany Wine Tasting Tours

Wine tasting tours in tuscany.

• Wine Tours & Tastings
• Cultural Tours
• Walking Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Likely to Sell Out
• Special Offers

• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. Small-Group Wine Tasting Experience in the Tuscan Countryside

2. Florence Sunset Walking Tour with Wine & Food Tasting

3. Tuscany Region Day Trip from Rome with Lunch & Wine Tasting

4. Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence

5. Florence: Pasta Cooking Class with Unlimited Wine

6. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

7. Chianti Half Day Wine Tour from Florence

8. Chianti Wine Tour from Florence

9. Explore Chianti on Vespa: Tour, Guide & Lunch from Florence

10. Taste Tuscan Coffee & Wine with a Small Group

11. Tuscany Vespa Tour from Florence with Wine Tasting

12. Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

13. Best of Florence & Tuscany Day Tour by High-speed Train from Rome

14. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

15. Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

16. Tuscany Vespa Tours Through the Hills of Chianti

17. Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni

18. Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

19. San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

20. Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

21. Wine Tasting Experience near Florence

22. Tuscany Vespa Tour from Florence

23. Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

24. Half day Chianti Vineyard Escape from Florence with Wine Tastings

25. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

26. Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

27. Tuscany Hills Postcard View:Val D'orcia Scenery with Wine tasting

28. Siena: A Wine Tour and Tasting Experience

29. Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

30. Tasting Tour in One of The Most Beautiful Cellars in the World

What travelers are saying.

• Steve S 6 contributions 1 5.0 of 5 bubbles The Classico of wine trips Very good informative trip - good value for money, stunning scenery and of course great wines you won’t get back home. Maria Louisa was a great host and made the trip very authentic and Italian. Would recommend for those not looking for all day and good value. Read more Review of: Chianti Wine Tour from Florence Written June 7, 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

THE 10 BEST Tuscany Wine Tasting Tours

Wine tours & tastings in tuscany.

• Wine Tours & Tastings
• Cultural Tours
• Walking Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Likely to Sell Out
• Special Offers

• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. Small-Group Wine Tasting Experience in the Tuscan Countryside

2. Florence Sunset Walking Tour with Wine & Food Tasting

3. Tuscany Region Day Trip from Rome with Lunch & Wine Tasting

4. Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence

5. Florence: Pasta Cooking Class with Unlimited Wine

6. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

7. Tasting in a Tuscan Vineyard from Pisa with Transfer

8. Chianti Half Day Wine Tour from Florence

9. Chianti Wine Tour from Florence

10. Explore Chianti on Vespa: Tour, Guide & Lunch from Florence

11. Tuscany Vespa Tour from Florence with Wine Tasting

12. Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

13. Best of Florence & Tuscany Day Tour by High-speed Train from Rome

14. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

15. Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

16. Tuscany Vespa Tours Through the Hills of Chianti

17. Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni

18. Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

19. San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

20. Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

21. Tuscany Vespa Tour from Florence

22. Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

23. Cooking Art Brunelleschi

24. Half day Chianti Vineyard Escape from Florence with Wine Tastings

25. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

26. Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

27. Tuscany Hills Postcard View:Val D'orcia Scenery with Wine tasting

28. Siena: A Wine Tour and Tasting Experience

29. Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

30. Tasting Tour in One of The Most Beautiful Cellars in the World

What travellers are saying.

• Steve S 6 contributions 1 5.0 of 5 bubbles The Classico of wine trips Very good informative trip - good value for money, stunning scenery and of course great wines you won’t get back home. Maria Louisa was a great host and made the trip very authentic and Italian. Would recommend for those not looking for all day and good value. Read more Review of: Chianti Wine Tour from Florence Written 7 June 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

• Destinations
• Winery Directory

15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 3,165 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,896 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

Winetraveler Rating (over 5 reviews):

Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

Winetraveler Rating (over 122 reviews):

Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

Winetraveler Rating (over 293 reviews):

Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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THE 10 BEST Tuscany Wineries & Vineyards

Wineries & vineyards in tuscany.

• Wine Tours & Tastings
• Wineries & Vineyards
• Cooking Classes
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• Farmers Markets
• Distillery Tours
• Distilleries
• Other Food & Drink
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Santa Maria Novella
• Good for Couples
• Good for a Rainy Day
• Good for Big Groups
• Hidden Gems
• Budget-friendly
• Honeymoon spot
• Good for Kids
• Adventurous
• Good for Adrenaline Seekers
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Icario Winery

2. Poggio Amorelli

3. Azienda Agricola Ercolani

4. Castello di Verrazzano

5. Tenuta Torciano

6. Ciacci Piccolomini d'Aragona

7. Guardastelle Winery

8. Podere La Marronaia- Le Colonne Biodynamic Winery & Farm

9. Fattoria al Dotto

10. Montefioralle Winery

11. Cantina de' Ricci

12. Terre del Marchesato

13. Casa Sola Chianti Winery

14. Tenuta Casanova

15. Avignonesi

16. Casa Emma

17. Castello del Trebbio

18. Azienda Agricola La Lastra

19. Villa La Ripa

20. A Solatio Organic Farm

21. Castello di Brolio

22. Castello di Volpaia

23. Cantina Baldetti

24. Castiglion del Bosco Winery

25. Castello Monterinaldi

26. Poggio al Bosco

27. Sant'Agnese Farm

28. Antinori nel Chianti Classico

29. Winery Solaria Patrizia Cencioni

30. Azienda Agricola Villanoviana

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• Day Tours by car
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Luxury Tuscany Wine Tour, 7 days

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A week-long Tuscany Wine Tour starting and finishing in Florence promises an immersive experience. Picture yourself wandering through picturesque vineyards, sipping on exquisite wines, and indulging in the rich flavors of the region. From renowned appellations to hidden gems, it’s a wine lover’s dream. The blend of culture, history, and, of course, delicious wine makes this journey truly unforgettable. Get ready for a week of Tuscany’s finest!

Day 1 – Private Art Guided Tour & Gourmet Dining – Your journey begins with a warm welcome from your English-speaking chauffeur at the FLR airport, whisking you to a luxurious hotel in Florence’s historical center. After settling in, your private art guide takes you on a captivating 2.5 hours walking tour tour. A welcome aperitif sets the tone for an exploration of Florence’s gems, including Ponte Vecchio and Piazza della Signoria. As you navigate the “Centro Storico,” hidden gourmet gems await, enhancing the charm of the cobblestone streets and lively atmosphere. The city’s rich artistic history unfolds, creating an enchanting backdrop. In the afternoon, savor a glass of wine on a stylish terrace or dive into shopping and sightseeing. The highlight? A culinary masterpiece at Cibreo, led by the poetic and wizard-like chef, as acclaimed by The New York Times. His culinary expertise makes this dining experience truly exceptional. Your time in Florence promises a perfect blend of sophistication and cultural richness.

Day 2 – Chianti Classico Wine Tasting (change of hotel)  – Your day begins with a sumptuous full breakfast at your hotel, setting the perfect tone for what lies ahead – a wine tasting extravaganza in the Chianti Classico region. Your chauffeur, your guide to the day’s adventures awaits at 9am to escort you through the enchanting Chiantigiana route, a journey into the heart of Sangiovese territory. After visiting a lovely medieval hilltown, stop at a top-rated family winery where a private tour unfolds. Explore the vineyard, cellar, and the nuances of winemaking before indulging in a tasting of their finest wines. But it doesn’t stop there – experience the depth of flavor with Balsamic Vinegars and Olive Oils, adding a unique touch to your palate. Your exuberant host guides you through the property and a great lunch! Each dish thoughtfully paired with the aforementioned wines, making it a culinary symphony. Post-lunch, the picturesque town of Siena beckons. Your personal art guide unveils the secrets of Siena through an “insider’s tour,” leading you to hidden corners of this enchanting town. Once your senses are filled with art and history, your castle hotel awaits by 4pm on the Chianti hilltops. The evening is yours to explore the hotel’s restaurant, promising a serene and charming retreat. A day intricately woven with wine, gastronomic delights, art, and the timeless beauty of Chianti – it’s not just a journey; it’s an immersive experience in the heart of Tuscany.

Day 3 – Montalcino & Montepulciano VIP Wine Tastings – What an extraordinary day awaits you! After a delightful breakfast, at 9am your chauffeur sets the stage for VIP Wine Tastings in Montalcino and Montepulciano. Montalcino, famed for Brunello di Montalcino wines, beckons with a VIP visit to the prestigious Poggio Antico estate. Before the winery, a quick stop at the 9th-century Abbazia di Sant’Antimo adds a touch of history. At Poggio Antico, explore barrel caves, installations, and relish breathtaking views. The tasting includes Brunello “Riservas” and Rosso di Montalcinos, a sensory journey into the heart of Sangiovese Grosso. Lunch at the winery’s restaurant promises a culinary treat. The journey continues to Montepulciano, an Etruscan gem perched on steep hills. Explore its charming streets, enotecas, and historic palaces. Visit a top estate like Valdpiatta or Avignonesi for a tasting of Vino Nobile wines, basking in the DOCG certification. As the afternoon unfolds, enjoy free time in Montepulciano before the transfer back to your castle hotel by 5pm. A day of exquisite wines, historical marvels, and the enchanting landscapes of Tuscany – it’s a journey for the senses!

Day 4 – To Maremma (change of hotel)  – Embarking at 9am on a captivating journey, today marks your venture southwest to the mystical Maremma, a somewhat undiscovered gem in Tuscany. Renowned locally for its glamorous Tyrrhenian sea beaches and the opulence of Porto Argentario’s millionaire’s yachts, Maremma has an intriguing facet that often surprises non-Italians – the ‘butteri’ or cowboys. In a legendary showdown in 1911, these butteri famously outperformed Buffalo Bill in a colt-breaking contest, adding a unique charm to the region’s cultural tapestry. For wine enthusiasts, the proximity to Bolgheri, home to renowned names like Ornellaia and Sassicaia, adds a layer of allure. However, today’s focus is on soaking up the rich culture of Maremma. Your exploration includes visits to Montemerano and Pitigliano, two charming towns with their own stories to tell. Lunch is a treat in Pitigliano, often referred to as Italy’s “Little Jerusalem” due to its significant Jewish heritage and an ancient synagogue that graces its streets. As the day unfolds, the journey leads you by 5pm to a country villa-style hotel, a former aristocratic hunting lodge that now stands as a luxurious five-star haven in Southern Tuscany. Here, culinary excellence takes center stage with Alain Ducasse, France’s most celebrated chef, serving as a consultant. His Tuscan-inspired creative menu adds a gourmet touch to your stay, promising a delightful fusion of history, culture, and luxury. In Maremma, each moment is an exploration, and this chapter of your Tuscan adventure promises a tapestry woven with tales of cowboys, beaches, and the exquisite flavors of the region.

Day 5 – To Bolgheri for VIP Wine Tastings at Petra & Ornellaia –  Embark at 9am on a day dedicated to the opulent world of Super Tuscans, where the last three decades have witnessed the rise of small “garage” style wineries producing some of the world’s most exceptional and, quite notably, expensive wines, reaching a staggering 400 euros a bottle! This extraordinary journey begins with a visit to Petra, a winery designed by the famed architect Mario Botta. Here, the convergence of art and wine creates an atmosphere that transcends the ordinary, elevating the tasting experience to a sublime level. The odyssey continues to Ornellaia, nestled in the castle-crowned village of Bolgheri, renowned as one of Italy’s premier cellars. Ornellaia’s wines are not just beverages; they are expressions of passion, craftsmanship, and the terroir. The symphony of flavors and aromas unfolds, leaving an indelible impression on your palate. Post-wine “breakfast,” a gastronomic haven awaits at Ombrone, a converted 13th-century olive oil mill. The hosts, radiating charm, treat you to an olive oil tasting before presenting a Tuscan-style lunch. Each dish tells a story, and the setting within this historic mill adds a layer of authenticity to the culinary journey. As the afternoon stretches before you, the choices are abundant. Perhaps a leisurely exploration of the beaches of Maremma, where the Tyrrhenian Sea meets the Tuscan shore, beckons. Alternatively, immerse yourself to the lap of luxury at your hotel, letting the day unfold at your pace. In Bolgheri, today isn’t just a destination; it’s a sensory voyage through the finest wines and flavors that Tuscany has to offer. A day to savor, appreciate, and create lasting memories in the heart of Super Tuscan territory

Day 6 – Return to Florence via San Gimignano – Start at 9am a perfect end to your Tuscany adventure awaits as you journey back to Florence, with a delightful stop in the captivating medieval village of San Gimignano. Often referred to as “the Manhattan of Tuscany” due to its many medieval towers, this picturesque gem is nestled amidst the rolling hills covered in vineyards, olive groves, and historic villages. As you drive northeast from the wild Maremma, San Gimignano emerges on the horizon. Take a leisurely break to explore this enchanting village at your own pace. Wander through cobblestoned streets adorned with ristoranti, wine shops, and charming ceramic boutiques. Explore medieval palaces and art museums, absorbing the rich history and culture that permeates the air. Before leaving, perch yourself on a terrace and indulge in the local white treasure, Vernaccia di San Gimignano. The panoramic views and the delightful flavor of the wine create a serene moment in this medieval haven. Upon your return to Florence by 4pm, settle back into the same lovely hotel that welcomed you on your first night. This evening is yours to enjoy the city’s charm one last time. For dinner, consider Enoteca Pinchiorri if you seek the expertise of a famed Michelin-starred chef or La Giostra for a charming and lively atmosphere. Alternatively, consult your driver for personalized recommendations and savor your final night in Florence. A perfect finale to an unforgettable Tuscan journey.

Day 7 – Arrivederci…! – Your incredible wine tour of Tuscany comes to a close, filled with tastings in Chianti, Montalcino, Montepulciano, Super Tuscanand the enchanting San Gimignano. As you bid farewell, carry with you not just gourmet goodies but a profound appreciation for Tuscan wines, art, and architecture. Your driver is ready to transfer you to the airport, marking the end of a journey that blended the richness of local flavors with the timeless beauty of Tuscany. Until next time, may the memories of this extraordinary tour linger like the aftertaste of a fine Tuscan wine. Safe travels!

• All luxury Transportation and transfers for 7 days/ 6 nights by Mercedes-Benz with a/c
• English speaking driver & wine guide
• Local certified art guides in Florence and Siena
• All accommodation in luxury hotels (superior 4 and 5 stars) in superior rooms and junior suites
• 6 Full Breakfasts
• 3 wonderful wine country Lunches with wines, mineral water
• 1 spectacular welcome dinner with extra special wines selected
• Welcome aperitif cocktails
• Professional Wine Tasting Presentations with Winemakers/Owners/top staff
• All VIP Winery Visits and Wine Tastings: minimum 5 Boutique and Premium wineries incl. SuperTuscans, Brunello di Montalcino and Chianti Classico
• Bottled water & wifi available during the drives

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They want to include a winery, a nice lunch, and lots of time in the beautiful countryside. We have driven around the Chianti countryside, but not the region closer to the coast. However, we love Bolgheri wines so I am researching wineries and restaurants in that region. If anyone has a great recommendation, I would love to hear it.

My major question is about logistics. Our friends want to get an early start, so hubby and I plan to rent a car in Florence the day before, and stay in Pisa the night of September 30th. I have booked a room at the NH Hotel at Piazza della Stazione in Pisa . We will spend two nights there (September 30 until October 2) then take a train to Rome on October 2nd. My plan is to return the car at the Pisa Airport after we drop our friends off at their ship on October 1st, then take the People Mover to Pisa Centrale. On the morning of October 2nd, we will take a train to Rome.

How do we connect with our friends on the morning of October 1st? They want to start early, so we could meet them around 8:00am. We can park at the hotel in Pisa the night before. How long will it take to get to Livorno in the morning? Can we drive to their cruise ship, or do they need to take a shuttle to another spot in Livorno where we will pick them up? Will we have to drop them off at the same place or can we drop them closer to their ship?

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They want to include a winery, a nice lunch, and lots of time in the beautiful countryside. We have driven around the Chianti countryside, but not the region closer to the coast. However, we love Bolgheri wines so I am researching wineries and restaurants in that region. If anyone has a great recommendation, I would love to hear it.

My major question is about logistics. Our friends want to get an early start, so hubby and I plan to rent a car in Florence the day before, and stay in Pisa the night of September 30th. I have booked a room at the NH Hotel at Piazza della Stazione in Pisa . We will spend two nights there (September 30 until October 2) then take a train to Rome on October 2nd. My plan is to return the car at the Pisa Airport after we drop our friends off at their ship on October 1st, then take the People Mover to Pisa Centrale. On the morning of October 2nd, we will take a train to Rome.

How do we connect with our friends on the morning of October 1st? They want to start early, so we could meet them around 8:00am. We can park at the hotel in Pisa the night before. How long will it take to get to Livorno in the morning? Can we drive to their cruise ship, or do they need to take a shuttle to another spot in Livorno where we will pick them up? Will we have to drop them off at the same place or can we drop them closer to their ship?

• Taking our friends on personal tour from Livorno cruise stop 13:25
• Tuscan/Umbria Town Access 12:00
• Warm wine being served! 09:21
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• Florence to Chianti 04:33
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• Palio Day suggestions yesterday
• Museum visits in Florence yesterday
• 3 day Val d'Orcia itinerary yesterday
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