SMALL-GROUP Wine Safaris: Chianti, Val d'Orcia and Brunello Tours
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
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
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
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
Reviews
4,387 reviews
Total reviews and rating from Viator & Tripadvisor
Educational experience
Sarah B,
Jul 25, 2025
- Viator
4.00The overall experience was good. Personally I don’t believe the ‘Jurassic park’ truck was required but it’s a fun gimmick and comfortable. We had a party of 12 so being able to travel together was a perk. We stayed outside Florence so the most stressful part was getting to the meeting point on time since taxis were not reliable. The highlight was our guide Miguel’s knowledge of the history of the area. The winery tours and Chianti wine and local olive oil tasting was educational. I would recommend the tour for that alone.
Fantastic way to spend the day.
Gwendolyn R,
Jul 24, 2025
- Viator
5.00It was a great way to spend the day in Chianti. The wine was delicious and our hostess Genevra was so knowledgeable and knew all about wines and the Tuscan country side. The food was incredible, we had boar ragu and truffle ravioli that was amazing. We met some great folks too and had lots of laughs and made new friends. I don't want to leave out our great driver Fabio.
Amazing Ato!
Liam N,
Jul 24, 2025
- Viator
5.00Provided by "Walk about Florence", booked through Viator. Ato, the guide was amazing! He was knowledgeable, funny and made it a very welcoming experience for us. The vehicle was comfortable and very well driven. They did not skimp on the wine by any means and you can tell that they care about what goes into the glass and on your plate. The views are worth it alone!
Excellent Val d’Orcia tour (Sara and Nando)
Christopher N,
Jul 24, 2025
- Viator
5.00Sara and Nando were immaculate guides through the Val d’Orcia region! We had the best time on this tour, stopping off for beautiful tastings, learnings and exploring.
An absolute must do in Italy! Amazing wine and food tour
Daniel H,
Jul 24, 2025
- Viator
5.00Wow! What an absolute amazing trip. The highlight of our entire trip to Italy. If you love wine and beautiful food this is an absolute must. Fabian our tour guide was sensational! He was funny, informative and knew his wines well. We went to one of kind wineries and lunch was unforgettable. This is worth every penny, you will not regret it! a memory we will cherish forever.
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Operated by Walkabout Florence Tours