Tuscan wine tours range from simple to sublime, but a few stand out from the pack. The UNESCO route combining San Gimignano and Volterra offers the best mix of history and wine culture. Small-group tours keep things intimate, while stops at organic farms show how traditional methods create exceptional wines. The standout experience is Montecucco DOCG, where you’ll learn wine-making secrets while tasting robust reds paired with local foods. For something special, book a private tasting in Garfagnana’s hidden valleys or try the unique suspended tour above a Tuscan lake – both worth the splurge. Private transport and flexible cancellation policies make these hassle-free choices. Let’s explore five favorite wine tours that showcase the best of Tuscany.
Good To Know
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Tuscany offers diverse wine tasting experiences, including small-group countryside tours, organic farm visits, and private wine cellar tours with expert guidance.
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Customized private tours provide opportunities to explore Tuscan wineries, enjoy wine and food pairings, and discover the region’s rich viticultural heritage.
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Unique wine and cultural experiences blend art, winemaking, and Tuscan traditions, offering visitors immersive and memorable encounters.
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Vintage car tours through the Tuscan countryside combine scenic photography, cheese and salami tastings, and local wine sampling.
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Flexible booking and cancellation policies, as well as small group sizes, ensure a personalized and convenient wine tasting experience in Tuscany.
Wine Tasting & Tuscany Countryside, San Gimignano & Volterra
On this full-day small-group tour, travelers will explore the picturesque Tuscan countryside and visit the ancient towns of Volterra and San Gimignano.
The tour includes a wine tasting and snacks at a local farmhouse, as well as live commentary onboard the air-conditioned coach.
Volterra, an Etruscan and Roman town, offers a glimpse into the region’s rich history, while the UNESCO-listed San Gimignano is renowned for its soaring medieval towers.
Travelers will have the opportunity to shop, explore the towns, and enjoy the local cuisine during the tour.
With a 99% traveler recommendation and a Badge of Excellence, this tour is a popular choice for those seeking a personalized and relaxing experience in Tuscany.
The maximum group size of 30 travelers, with an average of 15, ensures an intimate and focused experience.
However, the tour isn’t wheelchair accessible, and stroller accessibility should be confirmed.
Read our full review: Wine Tasting & Tuscany Countryside, San Gimignano & Volterra Review
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Visit to an Organic Farm and Tasting of Natural Wines
Travelers visiting the organic farm at Fattoria La Maliosa in Saturnia, Tuscany, can expect an immersive experience that showcases the region’s commitment to sustainable agriculture.
On this tour, groups of up to 10 visitors will enjoy tastings of natural wines and organic extra virgin olive oil, complemented by a selection of local cold cuts, cheeses, and bruschetta.
The meeting point is the farm itself, with private transportation provided to and from the site.
At just $46.20 per person, this tour offers excellent value. Reviewers praise the knowledgeable staff and the quality of the organic offerings, with specific mention of vegan wine options and the excellent pairings with local culinary delights.
With free cancellation up to 24 hours in advance and confirmation within 48 hours, this tour is a convenient and highly rated way to explore Tuscany’s sustainable food and wine scene.
Read our full review: Visit to an Organic Farm and Tasting of Natural Wines Review
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Visit to the Cellar With Wine & Food Tasting Over the Val Dorcia
Visitors embark on a captivating journey through the vineyards on the slopes of an extinct volcano, arriving at the Montecucco DOCG winery.
Here, they’ll enjoy explanations of the wine production process as they access the Wine Odeon for aging wines in barrels. The tour features a tasting of the local Sangiovese grapes, expertly guided by a wine connoisseur.
Lunch is served on a terrace, offering breathtaking views of the Val d’Orcia. The menu showcases Tuscan specialties, including artisanal cured meats, regional Pecorino cheeses, focaccia, and Cinta Senese cured meats.
Guests also savor the robust flavor of Seggiano’s extra virgin olive oil. Throughout the experience, travelers can indulge in multiple wine tasting options featuring the area’s renowned local wines.
With a maximum of 32 participants, the tour ensures an intimate experience.
The meeting point, Podere Montale Winery in Seggiano, Italy, provides free parking and electric car charging, making it easily accessible.
Read our full review: Visit to the Cellar With Wine & Food Tasting Over the Val Dorcia Review
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Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip
Departing from the port of Livorno, this private day trip whisks travelers on a captivating journey through the cultural and culinary delights of Tuscany.
With a 100% recommendation rate and a Badge of Excellence, the excursion promises an enriching experience.
The full-day tour starts with a visit to the iconic Leaning Tower of Pisa and the architectural marvels of Piazza dei Miracoli.
Next, guests explore the birthplace of the Renaissance, Florence, with a customizable schedule and a private guide.
The highlight of the day is a wine tasting at a local Tuscan winery, where guests can savor renowned varietals.
Priced from $424.17 per person, the tour includes transportation by air-conditioned minivan and port pickup and drop-off.
Lunch and gratuities aren’t included, and the wine tasting costs an additional €35 per person.
With a flexible cancellation policy, this excursion offers a well-rounded taste of Tuscany’s treasures.
Read our full review: Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip Review
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Chianti Wines and San Gimignano Tour From Florence (1 Winery)
Why not explore the captivating Chianti region and the historic town of San Gimignano on this private tour from Florence? This 5-hour experience offers a chance to indulge in the area’s renowned wines and soak up the medieval charm.
During the tour, you’ll visit San Gimignano, a UNESCO World Heritage site known for its striking towers and stunning vistas of vineyards, olive groves, and rolling hills.
Enjoy an hour of free time to explore the artisan shops or capture the picturesque scenery.
The tour also includes a wine tasting and lunch at a local winery, allowing you to savor the renowned Chianti wines.
Priced from $923.93 per group, this private activity accommodates up to 7 people and features comfortable air-conditioned transportation with bottled water.
With free cancellation up to 24 hours prior, it’s an excellent choice for a hassle-free Tuscan adventure.
Book now and pay later for added convenience.
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
This private Tuscany and wine tasting tour from Livorno port showcases the captivating medieval villages, rolling green hills, and renowned vineyards of the region.
With a 5.0 out of 6 reviews, this tour provides an intimate experience exploring the upper Maremma region, Etruscan ruins, and the alabaster city of Volterra.
Highlights include free time in the picturesque town of San Gimignano and a traditional Tuscan lunch with wine tasting at a family-run winery.
By venturing to the lesser-visited Maremma area, you’ll avoid the typical tourist crowds.
The tour includes round-trip transportation in a private air-conditioned vehicle with a driving guide.
While entrance fees are covered, wine tastings and lunch are an additional 60 Euro per person, payable on-site.
The tour isn’t wheelchair accessible but stroller-friendly, and infant seats are available.
Operated by Limo Service in Italy, the tour is priced from €896 for the group (up to 8 people) and offers free cancellation up to 24 hours in advance.
Read our full review: Tuscany and Wine Tasting Private Tour From Livorno Review
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Wine Tasting in Maremma With Priority Access
Where can wine enthusiasts enjoy a premier wine tasting experience in the picturesque Maremma region of Tuscany? The answer lies in the Wine Tasting in Maremma with Priority Access tour.
Located in Tuscany, this highly-rated experience offers a chance to savor a selection of exceptional wines in a stunning setting.
The tour includes three glasses of wine – a light, scented red blend, a Sangiovese aged 12 months in wooden barrels, and an elegant, round Sangiovese Montecucco DOCG.
The tasting takes place at the Podere Montale Winery, which can be easily accessed via a 1.4 km private dirt road suitable for low vehicles. Free parking and an electric car charging station are available on site.
With a 5.0 rating from Viator and Tripadvisor, this wine tasting experience is a must-try for both novice and seasoned wine enthusiasts exploring the Maremma region.
The tour offers priority access, free cancellation up to 24 hours prior, and a lowest price guarantee, making it a convenient and budget-friendly option.
Read our full review: Wine Tasting in Maremma With Priority Access Review
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Wine Tasting and Guided Tour of the Cellar
Fattoria Sorbaiano offers a captivating wine tasting and guided tour of the cellar, providing wine enthusiasts with an immersive experience in the heart of Tuscany.
The activity includes tasting 3 or 5 wines, depending on the selection, accompanied by local delicacies like bruschetta, cold cuts, and cheeses.
The tour begins at the Fattoria Sorbaiano, located in Montecatini Val di Cecina, and ends back at the same meeting point.
Wheelchair accessibility ensures most travelers can participate in this activity, which has a maximum group size of 50 people.
Booking confirmation is received within 48 hours, subject to availability.
Cancellation is free up to 24 hours before the experience, and the lowest price is guaranteed.
Travelers can reserve now and pay later, providing flexibility.
This wine tasting and cellar tour offers a unique opportunity to explore the flavors of Tuscany, immersing participants in the region’s rich winemaking heritage.
Read our full review: Wine Tasting and Guided Tour of the Cellar Review
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Versilia by E-Bike: Landscapes, History, Food, Wines and More
Embark on an exhilarating e-bike adventure through the captivating landscapes of Versilia, where history, gastronomy, and oenology converge.
This full-day tour entitled “Versilia by E-Bike: landscapes, history, food, wines and more” provides a comprehensive exploration of the region. Beginning at 9:30 am, you’ll join a small group of up to 10 travelers to discover Tuscany’s natural beauty and cultural richness.
The tour ensures your safety with anti-COVID protection devices and sanitized bikes. While not wheelchair accessible, infant seats are available. Participants should have no heart problems or serious medical conditions.
The tour departs from and returns to the meeting point in Marina di Massa, with optional pickup from nearby transportation hubs.
Confirmed upon booking, this highly-rated 5-star experience offers a glimpse into Versilia’s landscapes, history, cuisine, and wines.
With rave reviews, this is a must for any traveler seeking an immersive and unforgettable Tuscan adventure.
Read our full review: Versilia by E-Bike: Landscapes, History, Food, Wines and More Review
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Private Wine Tour With Lunch in Garfagnana
Enjoy the captivating world of Tuscan winemaking on this private tour through the picturesque Garfagnana region. Led by a knowledgeable sommelier, you’ll visit Podere Concori and sample six of their finest wines.
Complement the tasting with a light lunch featuring cured meats, cheeses, and seasonal produce from the farm’s garden.
Your tour includes private transportation for a seamless experience, starting with pickup directly from your accommodation at 12:00 PM.
While the tour isn’t wheelchair accessible, it’s stroller-friendly and near public transportation. However, it’s not recommended for pregnant travelers or those with heart problems or serious medical conditions.
With a perfect 5.0 rating based on one review, this private wine tour offers an exclusive and immersive glimpse into Tuscan viticulture.
Savor the flavors, soak in the stunning scenery, and delight in the personalized attention throughout your journey.
Read our full review: Private Wine Tour With Lunch in Garfagnana Review
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Pisa and Wine Tasting in Tuscany From Livorno
This private tour takes travelers from Livorno on a journey to explore the historic city of Pisa and indulge in the rich winemaking traditions of Tuscany. Priced at $923.93 for up to 8 people, the tour includes private transportation, an English-speaking driver, and all fees and taxes.
After visiting the iconic Leaning Tower of Pisa, you will be transported to a local winery for a wine tasting and lunch, which costs an additional 60 Euros per person.
The tour is accessible to most travelers, with infant seats available, but isn’t wheelchair accessible. With a perfect 5.0 rating from 3 reviews, this tour offers a seamless and personalized experience, allowing guests to discover the beauty and flavors of Tuscany.
Travelers can book now and pay later, with free cancellation up to 24 hours before the tour.
Read our full review: Pisa and Wine Tasting in Tuscany From Livorno Review
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Wine Tasting and Visit to the Vineyard and Cellar in Trequanda
After exploring the historic city of Pisa, travelers can venture to the picturesque town of Trequanda in Tuscany for an intimate wine tasting and vineyard tour.
Operated by Donatella Cinelli Colombini Az. Agr., the experience provides an up-close look at the winemaking process. Visitors can expect to sample Chianti Superiore DOCG, Cenerentola Orcia DOC, and the renowned Brunello di Montalcino DOCG. The tasting is complemented by an aged Montalcino Pecorino cheese.
The tour meets at the Agriturismo Fattoria del Colle, lasting approximately two hours. With a maximum of 15 participants, the personalized experience is led by a knowledgeable guide fluent in both English and Italian.
Costing $30.97 per person, the tour offers free cancellation up to 24 hours in advance. Past travelers have praised the experience as “extremely interesting and informative,” highlighting the guide’s expertise.
Whether a novice or seasoned wine enthusiast, this Tuscan vineyard tour promises an immersive and memorable encounter.
Read our full review: Wine Tasting and Visit to the Vineyard and Cellar in Trequanda Review
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Discovering a Magical Garden in Tuscany Wine Tasting!
Travelers can discover a magical garden in Tuscany with a private wine tasting experience. This activity includes a tour of the Tarot Garden, a unique art installation in Garavicchio, followed by a wine tasting with snacks. The tour is private, so it’s just for your group.
The experience starts at 10:00 am, with confirmation received upon booking. It’s not wheelchair accessible, but strollers are allowed, and service animals are welcome. Most travelers can participate in this activity.
Operated by Rome and Italy Group, the tour is priced from €74.00 per person. You can reserve now and pay later, and there’s free cancellation up to 24 hours before the experience starts, providing flexibility.
The tour returns to the original meeting point at the Tarot Garden.
Read our full review: Discovering a Magical Garden in Tuscany Wine Tasting! Review
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The Grand Wine Tour With Sommelier – 2 Wineries With Chianti & Supertuscan
For those seeking a comprehensive wine experience in Tuscany, the Grand Wine Tour with Sommelier offers an unparalleled opportunity to explore the region’s renowned Chianti and SuperTuscan wines.
This 7-hour day trip from Pisa takes visitors through the picturesque Chianti Classico hills, visiting two wine cellars for guided tastings and tours led by the owners. The experience includes a light Tuscan farm lunch, paired with five wine tastings, as well as regional food samplings like cheese, cured meats, and the classic pappa al pomodoro soup.
Priced from $362.22 per person, the tour provides round-trip transportation in an air-conditioned minivan, with hotel pickup and drop-off. Sommelier services and gratuities are included, ensuring a seamless and enjoyable experience.
With a 5.0 overall rating from 7 reviews, this private tour promises an immersive and delightful exploration of Tuscany’s winemaking heritage.
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
Those seeking an immersive winemaking experience in Tuscany can indulge in a 3-day private retreat at a renowned wine resort.
The 5-star rated experience includes 3 nights’ accommodation in an Executive Suite, Italian and continental breakfasts, three-course dinners, and a Wine Lovers aperitif with red wine.
Guests can explore the resort’s amenities, including a swimming pool, cellar, and restaurant, as well as partake in activities like wine tasting, olive oil tasting, yoga, horseback riding, and guided trekking.
Transportation is available from major airports and train stations for an additional fee.
With a confirmed start time and open daily hours, this private winemaking experience offers a unique opportunity to take in Tuscany’s rich viticultural traditions.
The non-refundable package is priced from $681.40 per group of up to 2 people, making it an exclusive and unforgettable adventure.
Read our full review: 3-Day Private Experience as a Winemaker at a Wine Resort in Tuscany Review
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Wine Tasting in Tuscany
With Tuscany’s renowned vineyards and centuries-old winemaking traditions, wine tasting is a must-do activity for visitors to the region.
The Wine Tasting in Tuscany experience offers a private tour and tasting for your group, with a price starting at $114.44 per person. The tour includes a welcome aperitif of Prosecco, followed by a tasting of Tuscan IGT Rosé Wine paired with antipasti.
The main courses feature Tagliatelle with pork ragout and Beef steak, served with Organic Sangiovese, Merlot, and Chianti Colli Senesi Riserva wines. For dessert, you’ll enjoy a homemade treat paired with Vin Santo.
The tour departs from and returns to the meeting point at Via della Bonifica, 156, 56037 Peccioli PI, Italy. The experience is wheelchair and stroller accessible, with infant seats available.
While most travelers can participate, it’s not recommended for pregnant individuals or those with serious medical conditions.
Read our full review: Wine Tasting in Tuscany Review
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Vintage Topolino Car Private Tour With Wine and Food Tasting
Embarking on a Vintage Topolino Car Private Tour, travelers can enjoy the captivating Tuscan countryside. This approximately 25 km tour through the hills offers strategic stops for photography.
Upon arrival, guests are greeted with a welcome drink, coffee, tea, or fresh juices.
The tour includes a delectable cheese tasting featuring high-quality local cheeses paired with homemade jam, honey, and sourdough bread. Plus, a selection of local salami and cured ham is served with the freshly baked bread.
Secure private parking and luggage storage are provided for convenience.
The tour departs from Rigomagno Bivio, with pickup at the Farnetella Sinalunga exit. Confirmation is provided within 48 hours, subject to availability.
This private tour ensures a personalized experience, with free cancellation up to 24 hours before the start. Priced from $262.48 per person, the Vintage Topolino Car Private Tour offers a unique and immersive way to explore the flavors of Tuscany.
Read our full review: Vintage Topolino Car Private Tour With Wine and Food Tasting Review
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Private Wine Tasting in Garfagnana – 5 Wines and a Taste of Local Products
What better way to take in the flavors of Tuscany than with a private wine tasting in the captivating region of Garfagnana? This unforgettable experience includes a guided tasting of 5 wines led by a professional sommelier.
Situated in the heart of Tuscany, the tasting can take place at a hotel, villa, farmhouse, or B&B, providing a truly intimate and personalized setting.
Along With the wines, guests will indulge in a selection of local delicacies, including cheeses, extra virgin olive oil, and freshly baked bread.
The tasting is wheelchair and stroller accessible, and service animals are welcome. However, it’s not recommended for pregnant travelers or those with serious medical conditions.
Priced from €75 per person, this private wine tasting offers excellent value, with free cancellation up to 24 hours before the experience.
Visitors can reserve now and pay later, ensuring a hassle-free booking process. An unforgettable way to savor the rich flavors of Tuscany.
Read our full review: Private Wine Tasting in Garfagnana – 5 Wines and a Taste of Local Products Review
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Vinci: Wine Tasting & Local Tuscan Food Dinner
Why not indulge in an authentic Tuscan experience at a local farm in Vinci? Enjoy a 3-course dinner and a guided tasting of 3 local wines at a Tuscan farm in Vinci, Tuscany. This 3-hour activity starts at 7:00 PM and accommodates up to 22 travelers.
The menu features Tuscan appetizers, a main course of lasagna, and a guided tasting of 3 local wines for adults. Bottled water, soft drinks, and soda are also included. Pool access is available upon request.
The meeting point is in Fornello, with internal parking and street parking nearby. The experience returns to the same location. This activity is wheelchair and stroller accessible, with infant seats available. Alcoholic beverages are served only for those 18 and over.
Priced from $51.45 per person, this experience offers free cancellation up to 24 hours in advance. A reserve now, pay later option is also available.
With a 5-star rating from 1 review, this Tuscan farm dinner is sure to provide an authentic and delightful experience.
Read our full review: Vinci: Wine Tasting & Local Tuscan Food Dinner Review
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Fly Suspended on the Lake With Wine Tasting, Near Florence
Floating effortlessly above the serene waters of a picturesque Tuscan lake, this unique wine tasting experience promises an unforgettable encounter with the region’s rich viticultural heritage.
Situated near Florence, this private tour invites you to savor the flavors of Tuscany while suspended in a one-of-a-kind setting.
The meeting point is at Vagli Sotto, in the Province of Lucca, where additional details will be provided upon booking. The tour starts at 10:00 am, and you’ll return to the same location at the end.
While the experience isn’t wheelchair accessible, most travelers can participate.
Priced at $264.97 per person, this tour offers a lowest price guarantee and free cancellation up to 24 hours before the start.
Reserve now and pay later to secure your spot while maintaining flexibility. Operated by the Rome and Italy Group, this exclusive wine tasting adventure promises a truly memorable Tuscan experience.
Read our full review: Fly Suspended on the Lake With Wine Tasting, Near Florence Review
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Frequently Asked Questions
What Is the Best Time of Year to Visit Tuscany for Wine Tours?
The best time to visit Tuscany for wine tours is typically spring or fall. The weather is mild, crowds are smaller, and many wineries offer special events and tastings during these shoulder seasons.
Are There Any Specific Dietary Requirements the Wineries Can Accommodate?
Most wineries in Tuscany can accommodate a variety of dietary needs, including vegetarian, vegan, and gluten-free options. Visitors should inform the winery in advance to ensure the appropriate arrangements are made for their wine tasting experience.
How Much Walking Is Typically Involved in These Wine Tours?
The amount of walking typically varies across different wine tours in Tuscany. Some tours involve moderate walking, while others may require more extensive exploration of the vineyards and cellars. Guests should inquire about the specifics of each tour’s physical demands.
Can I Bring Children on the Wine Tours, and Are There Activities for Them?
Most wine tours in Tuscany welcome children, though activities for them may be limited. It’s best to check with the tour operator about their policies and whether they offer kid-friendly options to keep children entertained during the tour.
Are There Any Discounts or Package Deals Available for Multiple Wine Tours?
Many wine tour operators offer discounted packages for multiple tours. Some providers also have family-friendly options with activities for children. It’s best to inquire about available deals and child-friendly experiences when booking your Tuscany wine tour.
The Sum Up
Tuscany’s wine tours offer visitors a chance to explore the region’s rich winemaking heritage. From organic farms to historic cellars, these tours provide a unique opportunity to taste the finest Tuscan wines while immersing oneself in the stunning countryside. Whether you’re seeking a private experience or a group outing, Tuscany’s wine tour options cater to various preferences and budgets, making it easy to find the perfect adventure.