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
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.
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
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
Reviews
5,087 reviews
Total reviews and rating from Viator & Tripadvisor
The Perfect Day in Tuscany!!!
Jennifer H,,Jan 16, 2026
- Review from Viator
5.00We could not have had a better experience for our first tour of the Tuscan Wine Region. Our guide was friendly and knowledgeable. The vineyards and wineries were gorgeous. Lunch was amazing! I have zero complaints (except that it all had to end when they took us back to our meeting spot).
Excellent Wine Tour
Maree D,,Jan 12, 2026
- Review from Tripadvisor
5.00Fantastic service this was an awesome wine tour we thoroughly enjoyed the venues and the bus trip Thankyou to all the staff
Don't Skip This!
stephaniesZ8711GA,,Jan 8, 2026
- Review from Tripadvisor
5.0010/10 would happily quit my job for this tour. 🍷 The only problem? It wasn’t an all-day affair and I needed at least three more wineries (purely for educational purposes obviously). Our guide Antonio was an absolute legend—hilarious, knowledgeable, and kept us laughing the entire time. Between sipping incredible Chianti, enjoying a delicious lunch of classic Florentine dishes (hello truffles 🤤), and tasting top-tier olive oils, I was living my best Italian life. Add in views so beautiful they felt illegal, and you’ve got a perfect day in Chianti. Would do it again in a heartbeat.
Highly Recommended Tour
Ana C,,Jan 7, 2026
- Review from Viator
5.00I 100% recommend this tour. The places we visited were beautiful, and the food was excellent. It is definitely worth it, so don’t think twice.
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!
From €130.00
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Operated by Walkabout Florence Tours