This is Chianti's boozy side done right: two vineyards, eight wines, zero designated driver duties. Over five hours of pure winery-hopping bliss, you'll taste your way through a historic stone-cellar vineyard serving Vernaccia and Chianti alongside handmade pasta, then roll on to a breezy hilltop vineyard perched between two lakes for four more wines, olive oil, and balsamic. With Round-trip transport from Florence handled, enjoy every drop guilt-free while learning what makes Tuscan wine magic.
Day drink like it's your job
Expert English-speaking driver guide
Round-trip transportation from Florence
Entry to 2 wineries
8 wine tastings
Traditional Tuscan lunch
Guide tips
Hotel pickup and drop-off
Additional food and drink
Meet your guide in central Florence
Your Tuscan wine adventure begins in central Florence, where you'll meet your guide and board comfortable transportation.
Scenic transfer through Chianti's vineyard-covered hills
Sit back and watch the Tuscan countryside unfold through your window. No GPS, no parking, no designated driver stress—just you, the views, and anticipation. Your guide points out medieval towers and century-old estates as you wind through the heart of Chianti.
Step into Fontaleoni's historic estate
Arrive at Fontaleoni, a family-run winery founded in 1959. A sommelier welcomes you into the cellar and walks you through the estate's evolution from mixed farming to producing some of the region's finest Vernaccia di San Gimignano and Chianti.
Savor four wines and a traditional Tuscan feast
Settle in for the kind of lunch Tuscany does best. Taste four estate wines as you work through a spread of traditional appetizers, handmade pasta with tomato sauce, and cantucci biscuits dipped in sweet Vin Santo. It's unhurried, indulgent, and exactly what wine country afternoons were made for.
Travel to Poggio ai Laghi between two lakes
Back in your private transport, you'll glide deeper into Chianti toward Poggio ai Laghi, an estate perched on a plateau between Lago Oscuro and Lago di Sant'Antonio. The unique microclimate here makes it ideal for growing Sangiovese, Merlot, and Vermentino.
For Reference Only. Itineraries are subject to change
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Sat, 24 Jan 2026
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4.99
136 Ratings
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Foster I.
Verified Review
January 13, 2026
Perfect Chianti Adventure
Marion B.
Verified Review
January 12, 2026
Cristina helped create memories we'll cherish forever. The scenic rides to family estates, along with the great Vernaccia and Chianti, were wonderful. Lunch was so fresh and satisfying.
Day Smiles
Marie B.
Verified Review
January 11, 2026
This was a happy time in my trip. The people in our group were nice and friendly. Made the day better.
Expectations Smashed
Lawrence P.
Verified Review
January 10, 2026
The tour hit every mark perfectly. Eight wines, two spots, and lunch too. The stress-free Florence transport made it an incredible adventure.
Local Treats
Maja D.
Verified Review
January 09, 2026
The cheese and salami were so good with wine. A real taste of Tuscany. The local food added so much to the wine.
Smooth Ride
Garret C.
Verified Review
January 08, 2026
The ride from Florence was easy and comfy. I relaxed from start to end. The hills went on forever. So peaceful and green and full of life.
Taste Escape
Brit S.
Verified Review
January 08, 2026
Wineries featured eight delightful wines alongside a tasty lunch. Being driven allowed us to fully appreciate the radiant Tuscan scenery.
Amazing Lunch Vibes
Larry K.
Verified Review
January 07, 2026
Not having to worry about driving allowed us to fully enjoy the wines at Fontaleoni. The fresh pasta after the four tastings was perfect. The views from the second vineyard were simply stunning.
Vineyard Roads
Kaleb H.
Verified Review
January 07, 2026
This small group felt personal and easy. No big crowds just nice company and good wine.
Lana H.
Verified Review
January 06, 2026
Shared Laughs
Lene H.
Verified Review
January 06, 2026
Every wine had deep taste and character. I learned so much about real Italian wine.
Pure Relax
Susan H.
Verified Review
January 04, 2026
Federica entertained us with amusing stories during the drive. At the estates, we savored delicious Vernaccia followed by Chianti. A pasta meal filled us with happiness and warmth.
So Relaxing Tour
Waylon F.
Verified Review
January 02, 2026
This wine tour was calm and slow. No rush only good wine good food and great views of Tuscany.
Flavor Rush
Karen G.
Verified Review
December 31, 2025
The rolling hills led us to the first winery. We enjoyed four wines paired with appetizers and a pasta dish. Balsamic and olive oil tastings at the second stop were a delightful surprise.
Fun With Family
Annika M.
Verified Review
December 30, 2025
Our whole family enjoyed this day. We felt relaxed and happy and the kids liked the juice and snacks.
Chianti Pure Joy
Romy B.
Verified Review
December 28, 2025
Monica smoothly guided us to breathtaking hilltop spots. The eight wines paired beautifully with the Tuscan dishes. The lakeside winery felt like a true paradise.
Hugo G.
Verified Review
December 28, 2025
Total Joy
Jace S.
Verified Review
December 26, 2025
We were picked up from the Florence center in a comfortable ride. The winery families welcomed us warmly. The generous wine pours and delicious lunch were a complete success.
Calm Getaway
Eike F.
Verified Review
December 23, 2025
Carlotta guided us along easy country paths. The lakes near the vineyard created a dreamy and peaceful setting. Sampling eight wines contributed to a day filled with joyful moments.
Memories Worth Keeping
Svenja E.
Verified Review
December 19, 2025
This tour gave me memories that I want to keep for life. The wine the stories the hills will stay in my heart.
Meal Wonder
Hanne C.
Verified Review
December 15, 2025
The visit to the stone cellar was fascinating. The fresh pasta with its perfect sauce was exceptional. Hillside views enhanced the pleasure of our lunch.
Day Made Special
Brooks B.
Verified Review
December 11, 2025
Arianna shared interesting stories during the scenic ride. The first cellar tasting amazed everyone. The olive oil and balsamic extras were a delightful surprise.
Rieke F.
Verified Review
December 10, 2025
Very Good Service
Tilo T.
Verified Review
December 07, 2025
Everyone listened to our needs and was kind and gentle. The whole trip felt safe smooth and lovely.
Green Views
Alina B.
Verified Review
December 03, 2025
The air was open and fresh up in those hills. A great escape from city noise.
