SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour 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 Wine Safari + 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
9:30AM Wine Safari + 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
Full Day Wine Safari + Lunch
Duration: 9 hours: Visit of 2 wineries in historic villas and tour their cellars and gardens, including lunch plus several wine + food tastings
Reviews
5,282 reviews
Total reviews and rating from Viator & Tripadvisor
Great day exploring the...
Bob K,May 10, 2026
- Review from Viator
5.00Great day exploring the Chianti region. Our guide Ginevre (Ginny) was perfect. She provided a lot of history about the wines and the region while keeping the conversation fun and enjoyable.
Jon Carlo was a super...
MeriLou P,May 10, 2026
- Review from Viator
5.00Jon Carlo was a super tour guide. He was full of historical knowledge about the area and many other topics. He was courteous and, friendly and made the experience a five star excursion!
Great experience!
goli2023,May 10, 2026
- Review from Tripadvisor
5.00Great experience! Gabriel was great and very informative. The wine and food were all delicious.
Tuscany wine adventure
Companion43133485490,May 10, 2026
- Review from Tripadvisor
5.00This was an excellent adventure and certainly more value than I expected. We did the afternoon tour and the trip duration was perfect. We had the perfect group size that allowed us to meet some new folks from around the world. Staff was great at all locations and made the adventure that much more enjoyable. I would do this tour again.
Awesome winery
Danay F,May 9, 2026
- Review from Viator
5.00It was an awesome experience for first timer in Florence. We went to 3 different wine stops with great selections of Chianti wines. Sara and our driver Fabio were the best. Sara was very knowledgeable and we learned about Italy and wine.
Book it!!
Jamie T,May 9, 2026
- Review from Viator
5.00Amazing! Best thing we did in Italy. We booked the Pasta Making Class and Wine Tour and it worked out well. We cooked and drank wine for a while and then another person came and picked about 6 of us up from that and took us to the winery. Very cool experience and learned a lot
10/10 Experience!
Lillian S,May 8, 2026
- Review from Viator
5.00What a blast! Chris was a fantastic guide and provided our group with such a welcoming and enjoyable environment. We learned a lot about Florence, Tuscany, and of course wine. The huge truck is awesome and fun to ride around in with the best driver Mario. Would recommend to anyone looking to see Tuscany, try some amazing wines, and have great food. Thank you Chris and Mario!!
Highly Recommended - Wonderful day in Chianti Classico region
Aaron F,May 8, 2026
- Review from Viator
5.00We elected to go on this tour (9hour, 3 winery tour) based on a friend’s recommendation and it was an excellent experience overall. Tour began shortly after 9am and ended just after 6pm. In that time we visited 3 separate wineries. At the first stop we toured the vineyard, cellar, and villa learning about winemaking and then sampled 3-5 wines (3 chiantis, 1 super Tuscan, 1 orange wine) with olive oil alongside bread and cheeses. Second stop 1 rosé wine sampling plus olive oils before lunch where we sampled two more Chianti wines. Lunch consisted of 5 different Tuscan crostini. This was followed by two different types of pasta: ravioli stuffed with ricotta and a pappardelle al cinghiale. Lunch was delicious and more than filling, you had the option to purchase additional glasses of wine or a dessert. The amount of food/wine served was plenty and we did not feel the need to order anything more. The lunch was plated family style, they did accommodate dietary needs on the tour (nut allergy) by serving separately to avoid allergens. The third and final stop featured a tour of the estate/villa/cellar and then a sampling of 4 more wines (2 Chianti, 1 super Tuscan, 1 sparkling rosé) with a sampler of meats, cheeses, and olive oil. Our guide Alex with his partner in training Valmira were extremely knowledgeable and passionate about wines. They were able to answer all questions we asked. They made the experience an unforgettable one. Our driver (I think Lubo? May 4th 0900 tour, forgot his name) got us everywhere safely on some small unpaved country roads no less. For those curious: the tour started with a 5 minute walk from the Santa Maria Novella train station to where the large safari vehicle was parked. From there it was a 35min drive to the first winery. Followed by a 35 min drive to the second winery/lunch. After lunch was a 10min drive to third winery. The return trip was 55 minutes to return to the point where we boarded the vehicle. I’m not sure if they change which wineries they go to on any given day so your mileage may vary. This was a highlight of our trip, it was a fantastic day. I would not hesitate to recommend this tour to anyone looking for a wine tour out of Florence. Do yourself a favour and book this tour now if you like wine, want to learn more, or just want a lovely day in the rolling hills of Tuscany!
Highlight of our Trip!
AubreyAnne D,May 8, 2026
- Review from Viator
5.00This experience was so much fun! If you have the time in Florence and are considering it definitely book! Such a great day trip, awesome info and sights on the way to the winery’s. Sara was an amazing host. She was so knowledgeable and such a great source of information. The winery’s were stunning! Everywhere you looked you felt like you were in a painting. Tastings were exactly as expected with wine tours we’ve had in other countries. If we wanted extra at lunch we were able to purchase a glass. Such an amazing experience and a highlight in our trip. Never felt pressured to buy anything additional. Was explained that we could but did not feel pressured as other commenters have stated. Thank you again Sara & the winery’s!
Alessandro made our tour exceptional!
Briana T,May 8, 2026
- Review from Viator
5.00Alessandro was an amazing guide for us on this experience!! He was so incredibly informative and spoke to a lot of Italian history I was unaware of. He is clearly passionate about what he does and it translates into an amazing and intentional experience! Would highly recommend to anyone who wants a true tuscan experience!
-10% off
From €117.00Was €130.00
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Operated by Walkabout Florence Tours