Tuscany’s wine tours consistently rank among Italy’s most rewarding travel experiences. The best options focus on small-family wineries in the Chianti and Brunello regions, where you’ll taste authentic wines while learning from passionate local producers. Transportation is well-organized, with pickup from Florence or Siena, and groups are kept intimate – typically 8-12 people.
We particularly love the full-day tours that combine historic hill towns with winery visits. The standout is the Chianti Classic tour, which includes stops at two family estates and medieval San Gimignano. For something special, the e-bike vineyard tours let you pedal through stunning landscapes while working up an appetite for wine tastings.
From budget-friendly group excursions to high-end private experiences, these are our carefully selected top wine tours in Tuscany…
Key Points
- Tuscan wine tours offer immersive experiences with winery visits, local wine samples, and guided exploration of scenic countryside and historic towns.
- Tours provide personalized attention, with group sizes ranging from small intimate groups to larger parties, and accessibility options for diverse travelers.
- Experiences highlight Tuscany’s winemaking heritage, including UNESCO-listed destinations, traditional Tuscan lunches, and opportunities for cultural exploration.
- Specialized tours offer unique activities like vineyard walks, access to aging wine facilities, and e-bike adventures through the Chianti Hills.
- Wine tours in Tuscany provide excellent value, with prices ranging from €21 to €940 for group and private experiences, and high satisfaction rates among participants.
Wine Tasting & Tuscany Countryside, San Gimignano & Volterra
Though the full-day tour of the Wine Tasting & Tuscany Countryside, San Gimignano & Volterra promises an immersive experience, it’s the winery visit that often captivates travelers. The tour provides an opportunity to sample local wines at a farmhouse, accompanied by knowledgeable commentary from a professional guide.
With a maximum group size of 30, and an average of 15 passengers, the experience offers an intimate setting for wine enthusiasts.
Highlights of the tour include exploring the UNESCO-listed town of San Gimignano, famous for its medieval towers, and the ancient Etruscan city of Volterra. Travelers can enjoy free time in both towns to shop, sightsee, and enjoy the Tuscan countryside.
The tour also includes round-trip transportation in an air-conditioned vehicle, as well as pickup and drop-off at the port, ensuring a convenient and seamless experience.
With a 99% recommendation rate and a Badge of Excellence, this tour is a must-consider for wine lovers visiting Tuscany.
Read our full review: Wine Tasting & Tuscany Countryside, San Gimignano & Volterra Review
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Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour
Nestled among the rolling hills of Tuscany, the Ripalte Design Winery offers a captivating wine and cheese tasting experience. This 5-hour small group tour takes visitors on a journey through the Tuscan countryside, where they’ll have the opportunity to sample the winery’s award-winning wines and local artisanal cheeses.
The tour includes round-trip transportation, allowing guests to sit back and enjoy the scenic drive. Upon arrival, visitors will be greeted with a tasting of the winery’s signature wines, accompanied by a selection of Tuscan cheeses and cured meats.
The knowledgeable staff will guide participants through the tasting, sharing insights into the winemaking process and the unique terroir of the region.
After the tasting, guests can explore the winery’s modern, design-forward facilities, including the barrel room and tasting areas.
The tour concludes with a visit to the on-site shop, where visitors can purchase their favorite wines and souvenirs to take home.
Read our full review: Tuscany: Ripalte Design Winery Wine and Cheese Tasting Tour Review
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Visit to the Cellar With Wine & Food Tasting Over the Val Dorcia
The Podere Montale Winery, situated in the picturesque Val d’Orcia region, offers a captivating wine and food tasting experience. This highly-rated tour with a Badge of Excellence provides visitors the opportunity to explore the winery, learn about the Sangiovese grape, and indulge in a tasting of the estate’s regional wines and Tuscan delicacies.
The experience begins with a vineyard walk on the slopes of an extinct volcano, followed by a visit to the Montecucco DOCG winery. Guests can then access the Wine Odeon to witness the aging process of the wines.
The tasting takes place on a terrace with scenic views of the surrounding hills. Visitors can choose from various wine and food pairings, including artisanal cured meats, Pecorino cheeses, focaccia, and extra virgin olive oil.
The tour is wheelchair and stroller accessible, and pets are welcome. Parking is available, with an electric car charging station on-site.
Advance booking is recommended, with free cancellation up to 24 hours prior.
Read our full review: Visit to the Cellar With Wine & Food Tasting Over the Val Dorcia Review
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From Florence: Tuscany by E-Bike With Lunch and Wine Tasting
Departing from Villa Costanza in the Chianti Hills, this immersive 6.5-8.5 hour tour whisks travelers on an e-bike adventure through the picturesque Tuscan countryside.
Costing £108.95 per person, the tour includes transportation by air-conditioned minivan, e-bike rental, insurance, helmet, and water bottle. Guests will visit the charming town of Castellina in Chianti and a renowned local winery, where they’ll enjoy a light lunch and wine tasting.
The tour offers a mix of guided exploration and free time for independent discovery. Highlights include riding across the rolling Chianti hills, photo stops, and self-guided wandering.
While not suitable for children under 14, the tour is well-suited for couples, groups of friends, solo travelers, and families. With an overall 3.7/5 rating based on 6 reviews, the experience earns high marks for value, safety, service, and organization.
Read our full review: From Florence: Tuscany by E-Bike With Lunch and Wine Tasting Review
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Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip
Travelers seeking a comprehensive Tuscan experience can embark on a private full-day shore excursion from Livorno. This tour offers a well-rounded exploration of Pisa, Florence, and a renowned Chianti winery.
The highlight of the Pisa visit is the iconic Leaning Tower and Piazza dei Miracoli. In Florence, the birthplace of the Renaissance, the schedule is customizable, allowing visitors to discover the city’s iconic landmarks at their own pace.
The tour also includes a wine tasting experience, where guests can sample acclaimed Tuscan varietals. Throughout the day, a private guide/driver ensures a tailored and personal experience.
The tour is priced starting at $424.17 per person, with free cancellation up to 24 hours in advance. Positive reviews praise the knowledgeable guides, scenic routes, and memorable wine tastings.
With a 5.0 rating and 100% recommendation, this Livorno shore excursion provides an exceptional opportunity to take in the beauty and flavors of Tuscany.
Read our full review: Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip Review
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The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan
As travelers embark on the Grand Wine Tour with Sommelier, they’ll depart from Pisa at 9:15 am to explore two renowned wineries in the Chianti Classico hills.
This 7-hour tour provides an immersive experience, with a climate-controlled minibus transporting guests through the picturesque countryside. At the wineries, they’ll enjoy tours and tastings led by the owners, sampling Chianti and SuperTuscan wines.
The tour also includes a light Tuscan lunch paired with five additional wine tastings, allowing guests to savor regional specialties like cheese, cured meats, and pappa al pomodoro.
With a knowledgeable sommelier guiding the experience, travelers will gain valuable insights into the winemaking process and the unique terroir of Tuscany.
The tour concludes with return transportation to the starting point in Pisa, making it a convenient and comprehensive way to discover the best of Chianti and SuperTuscan wines.
With a 5.0 rating from 7 reviews, this tour promises an exceptional wine-tasting adventure in the heart of Tuscany.
Read our full review: The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan Review
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3-Day Private Experience as a Winemaker at a Wine Resort in Tuscany
Guests embarking on the Day Private Experience as a Winemaker at a Wine Resort in Tuscany can expect an immersive, three-day journey into the world of winemaking.
The experience includes accommodation in an Executive Suite for 3 nights at a wine resort featuring a swimming pool, cellar, and restaurant. Italian and continental breakfast, three-course dinners, and a wine tasting are also provided.
The resort offers a range of activities, including a welcome aperitif, yoga in the olive grove, horseback riding, olive oil tasting, and guided trekking on the farm. Guests can also explore the farm using rental e-bikes.
Transportation from nearby airports and train stations is available for an additional fee.
With 5 perfect 5-star reviews, this private winemaker experience offers an exclusive opportunity to discover the art of winemaking in the heart of Tuscany.
The experience is open from March to October and is wheelchair and stroller accessible, making it suitable for most travelers.
Read our full review: 3-Day Private Experience as a Winemaker at a Wine Resort in Tuscany Review
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Chianti Wines and San Gimignano Tour From Florence (1 Winery)
Explore the charming medieval town of San Gimignano and savor the renowned Chianti wines on this 5-hour private tour from Florence. Departing at 11 am from your accommodation, this tour takes you on a journey through the picturesque Tuscan countryside, showcasing the region’s natural beauty and winemaking heritage.
In San Gimignano, you’ll have an hour to wander the historic streets, admire the iconic skyline, and visit local artisan shops.
Then, you’ll head to a renowned winery for a tasting and lunch, where you can sample the renowned Chianti wines and savor a delightful meal.
Throughout the tour, you’ll enjoy comfortable transportation in an air-conditioned vehicle and English commentary from your knowledgeable driver.
With a maximum of 7 people, this private experience ensures personalized attention and flexibility. Priced at €880 per group, the tour offers excellent value and a chance to learn about the flavors and scenery of Tuscany.
Read our full review: Chianti Wines and San Gimignano Tour From Florence (1 Winery) Review
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Tuscany and Wine Tasting Private Tour From Livorno
Departing from the port of Livorno, this private tour takes travelers on a captivating journey through the upper Maremma region, showcasing the area’s Etruscan ruins, picturesque Volterra, and the renowned vineyards of Tuscany.
Guests will have the opportunity to explore Volterra’s historic city center with a guided tour, followed by free time to wander the charming streets of San Gimignano.
The highlight of the tour is a visit to a family-run winery, where visitors can indulge in a traditional Tuscan lunch and wine tasting.
The tour includes round-trip private transportation, a driving guide, and entrance fees to all attractions.
With a timely return to the port guaranteed, this experience offers a well-rounded exploration of Tuscany’s lesser-known gems.
Priced at $940.73 for a group of up to 8 people, the tour provides excellent value and a personalized way to discover the region’s rich history and world-class wines.
Read our full review: Tuscany and Wine Tasting Private Tour From Livorno Review
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Wine Tasting in Maremma With Priority Access
For wine enthusiasts seeking a more immersive experience, the Wine Tasting in Maremma with Priority Access offers a chance to discover the rich winemaking heritage of this acclaimed region.
Located in the heart of Tuscany, the tour provides priority access to a local winery, Podere Montale, where guests can sample a selection of exceptional wines.
The experience includes three tastings: a light and scented red wine blend, a Sangiovese aged 12 months in wooden barrels, and a Sangiovese Montecucco DOCG known for its elegance and roundness.
The winery is accessible via a private dirt road, making it easy for even low vehicles to reach.
With wheelchair and stroller accessibility, as well as allowances for service animals, the tour caters to a diverse audience.
However, it isn’t recommended for pregnant travelers.
The experience can accommodate up to 100 participants, ensuring a personalized and exclusive wine-tasting journey in the picturesque Maremma region.
Read our full review: Wine Tasting in Maremma With Priority Access Review
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Wine Tasting and Visit to the Vineyard and Cellar in Trequanda
Although set in the picturesque Tuscan countryside, the Wine Tasting and Visit to the Vineyard and Cellar in Trequanda offers an intimate and educational experience for discerning wine enthusiasts.
Priced at just $30.97 per person, this activity allows visitors to embark on a guided tour of the winery and sample three renowned wines, including Chianti Superiore DOCG, Cenerentola Orcia DOC, and Brunello di Montalcino DOCG.
Accompanied by an experienced tour guide fluent in English and Italian, participants can explore the winemaking process and learn about the region’s rich viticultural heritage.
The experience also includes a starter of aged Montalcino Pecorino, providing a delightful pairing with the wines.
While not wheelchair accessible, the tour is stroller-friendly and welcoming to service animals.
With a perfect 5-star rating from past visitors, this wine tasting excursion promises an unforgettable taste of Tuscany.
Read our full review: Wine Tasting and Visit to the Vineyard and Cellar in Trequanda Review
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Private Wine Tour With Sommelier – the Elegance of Garfagnana
Guests embark on a private wine tour through the enchanting Garfagnana region of Tuscany, accompanied by a knowledgeable sommelier. The tour starts at noon and includes private transportation, a light lunch featuring cured meats, cheeses, and seasonal vegetables, as well as tastings of 6 wines from the Podere Concori winery.
The tour isn’t wheelchair accessible but is stroller-friendly and near public transportation. It’s not recommended for pregnant travelers or those with heart problems or serious medical conditions.
With an overall 5-star rating based on 1 review, this wine tour offers an elegant and immersive experience in the heart of Tuscany’s wine country. Guests can expect to savor the flavors of the region while learning from the sommelier’s expertise.
The tour provides a personalized and memorable way to explore the renowned wines of the Garfagnana area.
Read our full review: Private Wine Tour With Sommelier – the Elegance of Garfagnana Review
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Wine Tasting and Guided Tour of the Cellar
Visitors embark on a comprehensive wine tasting and guided tour of the Fattoria Sorbaiano cellar, providing an immersive exploration of Tuscany’s renowned winemaking heritage.
This experience, priced from $21.00 per person, allows up to 50 travelers to discover the winery’s offerings through a choice of 3 or 5 wine tastings, complemented by local specialties like bruschetta, cold cuts, and cheeses.
The tour commences at the Fattoria Sorbaiano in Montecatini Val di Cecina, with the experience concluding back at the meeting point.
Wheelchair accessibility ensures inclusivity, while free cancellation up to 24 hours prior adds flexibility.
With an overall rating of 4.3 based on 3 reviews, this wine tour offers a well-rounded introduction to Tuscany’s winemaking traditions.
Read our full review: Wine Tasting and Guided Tour of the Cellar Review
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The Sum Up
Tuscany is a renowned wine region with numerous options for wine tours and tastings. Visitors can explore vineyards, sample local wines, and enjoy the region’s rich wine culture. Whether they prefer e-bike tours, private excursions, or cellar visits, there are plenty of opportunities to discover Tuscany’s exceptional wines and scenic countryside. With so many choices, travelers can find the perfect wine tour to suit their interests and preferences.