Think safaris are only for the savannas? Think again. Discover a whole new tipe of safari - through the legendary Chianti vineyards! With a small group, you will reach the places other tours can’t with the help of a sturdy 4x4! Departing from Florence, cruise through the hills, valleys, villages, and vineyards of Italy’s wine-making heartland. Sample delicious wines and local oil, visit a stunning, historical villa, and enjoy a classic Tuscan lunch.
Passionate, English-speaking guide
Roundtrip transportation
Chianti farmhouses, cellar, and vineyards
9 wine samples, 2 olive oil samples and more
Tuscan lunch with wine
Group size of 15
Hotel pick up and drop off
Guide gratuities
Meeting point in Piazza dei Cavalleggeri
Arrive at the picturesque Piazza dei Cavalleggeri, where your guide and a private minivan await to whisk you off on a Tuscan wine adventure.
Countryside by 4x4
Once in the countryside, hop out of the minivan and into a 4x4 vehicle to reach the region’s off-the-beaten-track vineyards
Chianti farmhouse
Soak up the beauty of rolling vineyards before stepping into an underground cellar to learn the art of wine-making alongside an expert.
Chianti hills
With nothing around but ancient stone villages and timeless wineries, you’ll easily slip into the relaxed pace of life in the Chianti Hills.
Tuscan lunch
Sit down together for an authentic Tuscan feast, prepared using fresh ingredients from the region and, of course, paired with local wines.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 24 hours in advance!
Wed, 28 Jan 2026
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4.98
133 Ratings
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Tuscan Vineyard Magic
Aisha D.
Verified Review
November 03, 2025
Loved every aspect of this vacation! Our tour guide was so nice and the vineyards were gorgeous. Wonderful wine, warm sun, and a very enjoyable group experience. Highly recommend!
Vineyard Dreams Come True
Aurora C.
Verified Review
November 01, 2025
The combination of fun, landscapes, and culture made this tour so unique. We enjoyed the intimate group and nice guide who kept things simple.
Ronit R.
Verified Review
November 01, 2025
Ella P.
Verified Review
October 23, 2025
Sunshine, Wine, Joy
Paul G.
Verified Review
October 23, 2025
A lovely day of hills and grapes! We tasted beautiful wine and learned about Chianti customs. The lunch was fresh and full of flavor.
Beyond Expectations
Ishaan B.
Verified Review
October 20, 2025
This tour took us away! We thoroughly enjoyed the country drive and the 4x4 adventure. The guide made it all personal and fascinating.
Oskar R.
Verified Review
October 18, 2025
Authentic Tuscan Experience
Liam T.
Verified Review
October 17, 2025
The 4x4 was really lots of fun, the vineyards were stunning, and the locals were friendly. We had lunch and departed with smiles and wonderful memories.
Perfect Day Escape
Viktor J.
Verified Review
October 14, 2025
We adored getting out of the city and driving Tuscany's backroads. Excellent company, exceptional wine, and good food made it a great adventure to remember.
Advik B.
Verified Review
October 13, 2025
A Day Remembered
Grace S.
Verified Review
October 11, 2025
This tour, from beginning to end, was outstanding. The driving through Chianti was stunning, and our guide treated each stop like it was personal and significant.
Wine, Hills, Happiness
Alexander R.
Verified Review
October 08, 2025
We had such a chill day! The scenery was fantastical and the tastings plentiful. All of the people in our group were like old buddies by the end.
Mason C.
Verified Review
October 08, 2025
Unforgettable Journey
Kaira N.
Verified Review
October 05, 2025
The tour delivered everything we imagined — scenery, laughs, good wine, and authentic Tuscan lunch. Our guide was nice and highly informed.
Frieda H.
Verified Review
October 03, 2025
Wineries and Wonder
David T.
Verified Review
October 02, 2025
Like a dream driving over rolling green hills. Unique and enjoyable 4x4 ride. Wineries had the nicest hosts imaginable!
Tuscany at Its Best
Heidi K.
Verified Review
September 29, 2025
An experience not to forget traveling through the wine region. The views were stunning, the group intimate, and each sip of wine complemented beautifully with delicious cheese.
Aarav D.
Verified Review
September 28, 2025
Amazing Safari
Jay H.
Verified Review
September 26, 2025
What a fun way to experience Tuscany! The off-road portion made it that much more exciting. Our driver was careful, professional, and never failed to make us laugh.
Heart of Tuscany
Samuel N.
Verified Review
September 23, 2025
This tour really brought out the heart of Tuscany — authentic food, proud people, and stunning vineyards. Each stop was more wonderful than the previous.
Emily B.
Verified Review
September 23, 2025
Great Chianti Adventure
Moritz J.
Verified Review
September 20, 2025
Smooth pick-up to drop-off. The tour guide was fantastic, and the wine tastings were large pours. We would gladly repeat this tour.
Tim C.
Verified Review
September 18, 2025
Relaxed and Real
Aditya B.
Verified Review
September 17, 2025
Nothing was rushed, and that's what made it so great. A relaxing drive along country roads, with friendly people and rich flavors at every turn.
Perfect Wine Tour
Isabella K.
Verified Review
September 14, 2025
We enjoyed trying genuine wines straight from the vineyards. Lunch was scrumptious, and the team had fantastic energy. All felt natural and unstressed.
