Wine Safaris: Off Road Tuscany Wine Tours with Lunch from Florence
From sampling world-class wines to exploring the vineyards from which they came, there’s no better way for a foodie to spend their time in Tuscany than on one of our Wine Safari Tour. Whether you’re a connoisseur or just a knowledgeable amateur, this excursion is not to be missed.
What's included?
- Transportation by a customised and air conditioned four wheel drive vehicle
- A tour from an expert guide
- Several wine tastings
- An extra virgin olive oil tasting
- A sheep cheeses and salumi (cured meats) tasting
- A traditional Tuscan lunch
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
Full Itinerary
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
Full-Day Val d’Orcia Wine Safari: Brunello & 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
Morning Chianti Wine Safari with Lunch
Short on time? This half-day Chianti wine safari is a perfect introduction to Chianti’s stunning countryside. Your adventure begins with a scenic off-road drive through the vineyards, stopping for panoramic views and photo opportunities. You’ll visit a renowned family-owned winery, where you’ll learn about organic winemaking and enjoy a guided tasting of Chianti Classico wines paired with cured meats and regional cheeses. A delicious Tuscan lunch follows, featuring local appetizers and homemade pasta with wine pairings - Duration - 7 hours
Sunset Chianti Wine Safari with Dinner
Experience Tuscany at golden hour with this unforgettable sunset wine tour! Depart Florence in the late afternoon and journey into the picturesque Chianti hills for an off-road 4x4 vineyard experience. As the sun sets over the vineyards, you’ll stop at a panoramic spot to enjoy a glass of wine with a view. Your tour includes a visit to a boutique winery for a guided tasting of local cheeses and cured meats paired with Chianti wines, followed by a magical al fresco dinner under the stars. Expect a feast of appetizers and handmade pasta, and decadent desserts, all paired with local wines - Duration: 7 hours
Know before you go
- We regret that vegetarian or other alternative dietary requirements cannot be catered for
- Due to uneven and steep surfaces, we are unable to accept anyone with walking difficulties or wheelchair user
Reviews of this experience
Leave a review900 total reviews
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Incredible experience
by: Lee Kimbell on Walkabout
My wife and I had so much fun. This was one of the most enjoyable experiences we have had while on any vacation. The wine and food were delicious. We appreciated the hospitality of each of the vineyards. Alex was our guide. His knowledge of the area, the history and the wine was greatly appreciated. We enjoyed our time with Alex and all that the Chianti countryside had to offer.
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Incredible experience
by: Lee Kimbell on Walkabout
My wife and I had so much fun. This was one of the most enjoyable experiences we have had while on any vacation. The wine and food were delicious. We appreciated the hospitality of each of the vineyards. Alex was our guide. His knowledge of the area, the history and the wine was greatly appreciated. We enjoyed our time with Alex and all that the Chianti countryside had to offer.

Incredible experience
by: Lee Kimbell on Walkabout
My wife and I had so much fun. This was one of the most enjoyable experiences we have had while on any vacation. The wine and food were delicious. We appreciated the hospitality of each of the vineyards. Alex was our guide. His knowledge of the area, the history and the wine was greatly appreciated. We enjoyed our time with Alex and all that the Chianti countryside had to offer.

See the Italy of your dreams
by: Adam Ramento on Walkabout
Our guide, Alex, was incredibly informative and entertaining. He is a sommelier and lifelong Tuscan who clearly has a passion for the history, food, and drinks of the region. Sergio admirably drove the 4x4 through the gorgeous hills and villages of the Chianti region, and his passengers didn’t experience the slightest discomfort. While more expensive than some other tours, this safari is still absolute value for money. We were met with knowledgeable guides and full table settings for our Chianti Classico tastings at every vineyard. Each estate seemed more stunning than the last, and I honestly couldn’t imagine better locations. We weren’t wanting for wine, cheese, olive oil, or conversation: everyone in the group was laughing like old friends by the time we were done with the first tasting. The way we were all seated in close proximity for the tastings really helped us get to know each other right away. 10 out of 10, this safari should be part of any holiday in Florence.

See the Italy of your dreams
by: Adam Ramento on Walkabout
Our guide, Alex, was incredibly informative and entertaining. He is a sommelier and lifelong Tuscan who clearly has a passion for the history, food, and drinks of the region. Sergio admirably drove the 4x4 through the gorgeous hills and villages of the Chianti region, and his passengers didn’t experience the slightest discomfort. While more expensive than some other tours, this safari is still absolute value for money. We were met with knowledgeable guides and full table settings for our Chianti Classico tastings at every vineyard. Each estate seemed more stunning than the last, and I honestly couldn’t imagine better locations. We weren’t wanting for wine, cheese, olive oil, or conversation: everyone in the group was laughing like old friends by the time we were done with the first tasting. The way we were all seated in close proximity for the tastings really helped us get to know each other right away. 10 out of 10, this safari should be part of any holiday in Florence.

A feast for the eyes and tastebuds
by: Peta Koopmans on Walkabout
This was the best tour! Alessandro was a wealth of information, history and entertainment!!! The places, the wine, the food, it was such an amazing trip and I highly recommend it to anyone! If you want to know more about wine or know nothing. This is a great place to learn! Thank you for such a great day!!
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A feast for the eyes and tastebuds
by: Peta Koopmans on Walkabout
This was the best tour! Alessandro was a wealth of information, history and entertainment!!! The places, the wine, the food, it was such an amazing trip and I highly recommend it to anyone! If you want to know more about wine or know nothing. This is a great place to learn! Thank you for such a great day!!
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Fantastic Day!
by: Adam Klayton on Walkabout
We were recommended this tour by a friend and it didn’t disappoint. Our tour guide was Sara and our driver jusippe. Sara was the best. Very knowledgeable about the area and the wine. If you are going to Florence and want to experience Tuscany, this tour is a must.
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Best Way to Experience the Chianti Wine Region
by: Dylan Biggs on Walkabout
This tour is a must do if you’re in Florence and love your wine. All the wineries we visited were beautiful and very accommodating. All the lunch, wine and snacks along the way were delicious. Lavi was a fantastic tour guide who gave us heaps of interesting information about the region and Roberto was a champion driver navigating the difficult roads. The office staff were also very accommodating when I fell ill and had to alter my booking.
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Charming Chianti Safari
by: Camille Allaire on Walkabout
My husband and I had an amazing day trip under the Tuscan sun with Alessandro (guide) and Giuseppe (Torsus driver). We sampled 9 wines in good company. Alessandro taught us about the wine & olive oil making, Italian history and managed to create a connection with everyone. 10/10 would recommend this tour.
Frequently Asked Questions
IS AN ADVANCED BOOKING NECESSARY OR CAN I HUST SHOW UP AT THE MEETING POINT?
It is always a good idea to book in advance in order to avoid the disappointment of the tour being fully booked.
DO YOU CATER FOR PEOPLE WITH FOOD ALLERGIES/VEGETARIANS?
We regret that vegetarian or other alternative dietary requirements cannot be catered for.
IS THERE MUCH WALKING INVOLVED?
There is not so much walking involved in this tour and you will be transported by a 4WD vehicle.
WHAT SHOULD I WEAR?
We suggest that you dress seasonally in comfortable to dressy-casual.
HOW MUCH TIME DO WE SPEND ON THE VEHICLE?
We have arranged an itinerary so that you will never spend too long on the vehicle. The longest ride of the day is about an hour.
DOES YOUR BUS HAVE A WASHROOM?
Our vehicle does not have a washroom. However the day is very well divided so that you are never too far from washrooms.
IS THE TOUR SUITABLE FOR YOUNG CHILDREN?
With the tour being focused on wine & fine food we believe that this tour is not appropriate for children of any age. The minimum age is 18.
WE ARE CATCHING A TRAIN AFTER THE TOUR, CAN WE BRING OUR LUGGAGE WITH US?
Unfortunately we do not have the possibility to store luggage on the vehicle.
HOW MUCH WINE IS SERVED?
Over the course of a the tour you will have the opportunity to taste 9 different wines.
IS LUNCH INCLUDED?
Yes lunch is included in the price of the tour as well as all of the wine and food tastings.
WHAT WILL I LEARN ON THIS TOUR?
You will learn details about the Tuscan food and wine culture, about the wines and food that you taste during the day and about the history of wine and food in Tuscany.
WHAT IS INCLUDED?
Transport by 4WD customised, air-conditioned vehicle, expert tour leader with you all day, 9 different wine tastings, Extra Virgin Olive Oil tasting, Cheese & Salumi tasting and a Traditional Tuscan lunch.