SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence
Overview
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Get a true taste of Italy's famous Tuscany region on one of our wine and food tour departing from Florence. Our off-road wine tours take you beyond the typical tourist paths, offering exclusive access to some of the region’s most stunning vineyards and hidden gems. Hop into a rugged 4x4 vehicle and explore scenic landscapes, ancient villages, and world-renowned wineries, all while savoring the best wines and local cuisine.
Highlights:
- Exclusive off-road access to hidden vineyards and private estates
Small-group experience for a personalized and intimate atmosphere
Guided tours of two historic wineries, with expert-led tastings
Gourmet Tuscan lunch, featuring farm-fresh ingredients & wine pairings
Breathtaking scenic views and photo opportunities throughout the tour
Our Tuscany wine tours departing from Florence are:
Full-Day Chianti Wine Safari
Full-Day Val d’Orcia Wine Safari: Brunello & Montepulciano
Morning Chianti Wine Safari with Lunch
Sunset Chianti Wine Safari with Dinner
Additional Info
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Travelers should have at least a moderate level of physical fitness
Vegetarian option are not available and other alternative dietary requirements cannot be catered for
Minimum age is 18 years old
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Full-Day Chianti Wine Safari. - If you dream of a classic Chianti experience, this full-day tour is for you! Departing from Florence, you’ll travel deep into the Chianti Classico wine region, famous for its Sangiovese-based wines and breathtaking vineyard-covered hills. You’ll visit two top-rated wineries located in two splendid Tuscan villas, explore their ancient cellars, and taste a variety of Chianti Classico DOCG wines with cheese and cured meat tastings. The adventure continues with an off-road drive through private vineyards, stopping at scenic viewpoints for photos. A traditional Tuscan lunch will be served at a winery restaurant, featuring local appetizers and handmade pasta. Duration: 9 hours
Val D'Orcia
Full-Day Val d’Orcia Wine Safari: Brunello and Montepulciano - Immerse yourself in the magic of Val d’Orcia, one of Tuscany’s most breathtaking and iconic landscapes, where rolling wheat fields, ancient stone villages, and endless vineyards create a scene straight out of a Renaissance painting. This full-day off-road wine safari takes you deep into the heart of Brunello di Montalcino and Vino Nobile di Montepulciano territory—two of Italy’s most celebrated red wines. Visit prestigious wineries and learn about the aging process of Brunello, one of Italy’s most prized and long-lived red wines. Taste a selection of Brunello and Rosso di Montalcino, followed by a delicious multi-course lunch with wine pairings at a Pecorino cheese farm in Pienza. In the afternoon, we’ll continue our off-road journey to Montepulciano region, where you’ll explore historic wine cellars and enjoy more tastings of Vino Nobile, a wine fit for kings. Duration: 10 hours
What‘s Included
A delicious traditional Tuscan lunch or dinner
Several wine tastings
Transport by air-conditioned 4x4 vehicle
Tastings of cheeses and salumi (cured meats)
Tastings of extra virgin olive oil
English speaking wine expert sommelier as your guide
Gratuities
Hotel pickup and drop-off
Options
2:30PM Chianti Tour and Dinner
Duration: 7 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
9AM FullDay Chianti Tour+Lunch
Duration: 9 hours: Visit of 2 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
9:30AM Chianti Tour and Lunch
Duration: 7 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
Wine Tour+Pasta & Gelato Class
Duration: 9 hours: Combine a Wine Tour of a Chianti winery in a Renaissance villa with a Pasta and Gelato Class in Tuscany on one day trip.
Reviews
5,085 reviews
Total reviews and rating from Viator & Tripadvisor
Good wine tour.
Bruce K,,Jan 4, 2026
- Review from Viator
5.00Good tour with a nice tasting of wines at the fist winery and a nice lunch with wine at the restaurant.
Fantastic experience,...
Ryan L,,Jan 1, 2026
- Review from Viator
5.00Fantastic experience, Gini was an excellent tour guide. Very friendly and knowledgeable. Wine was excellent, food was great.
Wine Safari
Thomas V,,Jan 1, 2026
- Review from Viator
5.00The tour was fantastic and exceed our expectations. Our guide/sommelier Genevra was excellent in every way. Her knowledge of the region and wine is almost as impressive as her warm personality. The vineyards we visited were stunning and the wine was excellent. Cannot recommend enough...you will not regret booking this tour.
Day trip from Florence to fast wine
AngieHollingshead,,Dec 31, 2025
- Review from Tripadvisor
5.00Had a good time. Beautiful scenery and yummy wine. Lunch was ok as usually I leave very full from trips like these. I wasn’t hungry but not full. Should have booked the longer trip as the 7 hr one only includes 1 winery. Loved the winery that was picked though. Our guide Antonio was funny and informative. He made the trip fun. Most “small group” trips we have done in the past are a van with about 12 people but this one has about 25. The “off road” aspect of it made it different and fun though.
Great tour exploring...
Cheri B,,Dec 30, 2025
- Review from Viator
5.00Great tour exploring Tuscany and Chianti in particular. A great deal of detail went into orchestrating this tour for maximum impact.
Absolutely amazing! It...
Akshat A,,Dec 29, 2025
- Review from Viator
5.00Absolutely amazing! It was really really good! We must go again! All of us should go again and again!
A fun Afternoon
Melinda L,,Dec 29, 2025
- Review from Tripadvisor
5.00The wine tour was a nice experience. We did the 6 hour tour option and it was more than enough time. You went to one vineyard and got to see the grounds and where the wine was made. The second stop as at a restaurant that also made wine and olive oil. The lunch was amazing. Our tour guide, Antonio, and our driver, Kristoff, were both very nice. Antonio was knowledgeable, funny, and patient with the group. He answered everyone’s questions. Thank you for a great experience!
Do this trip - you won’t regret it.
Molly H,,Dec 29, 2025
- Review from Viator
5.00Gloria and Roberto were amazing guides. Not only were the wineries diverse, but the knowledge shared was informative and interesting. Gloria also took the time to answer questions and ‘get to know the group’. Roberto was a smooth and careful driver.
WONDERFUL wine tour with our guide Alex!
MariaRegina T,,Dec 28, 2025
- Review from Viator
5.00We had an incredible day trip from Florence with our guide Alex! Throughout the day we sampled a variety of fantastic Brunello and local wines, enjoyed a delicious, authentic Tuscan meal, and took in some truly beautiful views of the rolling countryside. Every stop felt thoughtfully chosen and full of character. Alex was so personable and knowledgeable, he made the tour engaging and fun while sharing interesting insights about the wines, the region, and the local food traditions. His warmth and expertise really elevated the experience and made the day feel special. If you’re in Florence and want an unforgettable wine tour with great food, stunning scenery, and an outstanding guide, we highly recommend this experience with Alex!
A genuine Italian experience I won’t forget!
Jan C,,Dec 28, 2025
- Review from Tripadvisor
5.00Antonio, our tour guide, and our sommeliers provided a fantastico time at two regional wineries. All were very engaging and knowledgeable. Antonio (Mr. Language Person) speaks excellent English and furnished pertinent facts about the region, its history and the wine produced there. Alessandro, the sommelier at the first winery, Poggio Torselli, took us through the process of making Classic Chianti, including growing and harvesting the grapes and using different kinds of containers and times for aging. Our wine tasting included four varieties accompanied by pecorino cheese and bread topped with the winery’s own olive oil. The grounds and private villa were stunning. At the second winery, we learned about the properties of an excellent olive oil. Lunch started with several pieces of bread baked at the facility and topped with olive oil and tomatoes, chickpeas, mushrooms and pate. Two tasty pasta dishes were served as the main course accompanied by wines produced on the premises. Christof, our bus driver, drove us safely through the scenic Italian countryside. It was a tasty and entertaining experience!
From €130.00
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Operated by Walkabout Florence Tours