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‘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
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
Options
Morning Chianti Tour and Lunch
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including lunch plus several wine + food tastings
Full Day Chianti Tour & Lunch
Duration: 9 hours: Visit of 3 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
Sunset Chianti Tour and Dinner
Duration: 6 hours: Visit of a winery in an historic villa and tour its cellars and gardens, including dinner plus several wine + food tastings
Val d'Orcia and Brunello Tour
Duration: 11 hours: Visit 2 family run wineries in Montalcino and Montepulciano, lunch in Bagno Vignoni, explore Pienza, wine and food tastings
Reviews
5,058 reviews
Total reviews and rating from Viator & Tripadvisor
Genie was such a...
Marybeth D,
Dec 4, 2025
- Review from Viator
5.00Genie was such a wonderful tour guide- so sweet and knowledgeable!! My partner and I loved the wine from the first and third wineries the best and the second winery had such beautiful views! Our driver Christoph was also great at getting us to the wineries quickly and safely!
This experience was so...
Ciara H,
Dec 3, 2025
- Review from Viator
5.00This experience was so fun and informative. I learned a lot of the process of wine making in Italy. Even as a solo traveler, I didn’t feel singled out. The dinner at the end was very delicious!
A Great Way to Experience Tuscany.
E4344UUpatricks,
Dec 2, 2025
- Review from Tripadvisor
5.00Our tour was in early November, with perfect weather. Our guide and driver were fantastic. Both wineries we visited were excellent. The tours were insightful, relaxing, and nicely run at both locations. The meal was very good, better than I had expected and again well executed. Although we stayed on schedule, we never felt rushed - very relaxing. Our group was small and very diverse. All in all, I would highly recommend this tour, it was a beautiful way to see and experience the countryside.
Fabio was an excellent...
Michael P,
Dec 2, 2025
- Review from Viator
5.00Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.
Vino
Emilio R,
Dec 1, 2025
- Review from Viator
5.00What an amazing experience, our tour guide Ginebra “Ginny” is exceptional, educated, very informative and passionate about the art of wine making. The locations that are part of this tours are breathtaking, the wine was some of the best wines I have tasted and the driver Christophe is an excellent driver. I can ramble on about the driver, tour guide, vineyards and restaurant .. just understand that this experience is a must.
Great experience with Sara and Fabio!
Liane M,
Dec 1, 2025
- Review from Viator
5.00Sara was an amazing and knowledgeable guide with a combination of wine and historical information! Fabio was a great driver through the rainy winding roads and made the journey more comfortable and fun! We looked at a lot of tours and so happy we picked this one!
We had an amazing time!...
Steven S,
Dec 1, 2025
- Review from Viator
5.00We had an amazing time! Our tour guide Sara & driver Fabio were great, very knowledgeable and professional.
Such an amazing time with...
Casandra M,
Dec 1, 2025
- Review from Viator
5.00Such an amazing time with Ginevra and Christophe. Ginevera made the tour interesting and educational while keeping it fun and light. I learned a ton about the region, the different wines and loved the guided wine tasting practice. Wine was delicious (especially the Zac) and the food included was lovely. Christophe took good care to keep us safe on our drive while adding a bit of excitement along the way. Great experience.
Fun, easy, delicious and beautiful
jodic708,
Nov 30, 2025
- Review from Tripadvisor
5.00We had a great sunset wine safari. Our guide Ginevra was wonderful and took good care of everyone. She was so knowledgeable and made the day a lot of fun. We learned so much about wine and olive oil. The dinner was beautiful and delicious. This tour was such a good value. All 6 of us (multi generations) enjoyed.
An Unforgettable Day in Tuscany
Adriana C,
Nov 29, 2025
- Review from Viator
5.00We just finished this tour and it was truly amazing! Our guide, Alex, was incredible — knowledgeable, fun, and made everything feel personal. The wineries were beautiful, the wine delicious, and the food was so good. We also had such good conversations with the other couples in our group — great energy all day. Our driver was fantastic too, making the whole experience smooth and enjoyable. It was the perfect mix of great wine, great food, beautiful views, and even better company. Highly recommend this tour if you want a memorable Tuscan experience. 🍷✨
From €85.00
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Operated by Walkabout Florence Tours