Immerse yourself in the beauty of Tuscany on a half-day Chianti Classic Tour. Taste exquisite Chianti wines, explore the medieval village of San Gimignano, and indulge in the region’s rich history and culture. Book now!
Immerse yourself in the beauty of Tuscany on a half-day Chianti Classic Tour. Taste exquisite Chianti wines, explore the medieval village of San Gimignano, and indulge in the region’s rich history and culture. Book now!
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Chianti Road - Join a welcoming local driver in Florence and embark on a private vehicle journey through the captivating heart of Tuscany.
Meeting point: Via del Curtatone no. 9, in front of the Hotel Executive, Florence.
Explore the “Chiantigiana” Wine Road:
Relax and enjoy the stunning views as you travel along one of Italy’s most picturesque…
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Chianti Road - Join a welcoming local driver in Florence and embark on a private vehicle journey through the captivating heart of Tuscany.
Meeting point: Via del Curtatone no. 9, in front of the Hotel Executive, Florence.
Explore the “Chiantigiana” Wine Road:
Relax and enjoy the stunning views as you travel along one of Italy’s most picturesque routes. Pass by rolling hills adorned with vineyards, elegant cypress-lined paths, golden sunflower fields, and charming medieval villages that seem to come straight from a postcard. Each turn offers another breathtaking view and a taste of genuine Tuscan allure.
Ideal for travelers seeking a serene, scenic, and authentic Tuscan adventure in the heart of Chianti!
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Cantine Guidi - Your adventure begins at a distinguished historic winery nestled in the Chianti hills — a place where centuries of passion and tradition are poured into every glass:
Chianti Classico – The essence of Tuscany, primarily crafted from Sangiovese grapes. Anticipate a vibrant red wine with bold, earthy notes and hints of cherry and spice.
Super Tuscan - These wines defy tradition, blending international grapes like Merlot and Cabernet Sauvignon with Sangiovese to create rich, complex flavors that have captivated wine enthusiasts worldwide.
Vernaccia di San Gimignano – A crisp and elegant white wine originating from the medieval towers of San Gimignano. Relish its bright flavors of green apple, citrus, and almond with a subtle mineral finish.
After a guided tour of the ancient cellars and an engaging introduction to the estate’s winemaking philosophy, indulge in a curated tasting experience, savoring each wine alongside breathtaking views of the Tuscan countryside. -
San Gimignano - Following your wine tasting, continue to the enchanting hilltop town of San Gimignano for a self-guided exploration of this world-renowned medieval treasure.
Enjoy about an hour of free time to explore at your leisure. Known as the “Town of Fine Towers,” San Gimignano once boasted more than 70 towers in the Middle Ages. Today, its well-preserved walls, cobbled lanes, and stunning skyline make it feel like an open-air museum — a true journey back in time.
As you wander, discover the town’s proud traditions: its prized saffron and the celebrated “Golden Ham.” Be sure to stop in the main square to taste “the best gelato in the world” at the famous “Gelateria Dondoli”, a sweet highlight of any visit.
Stroll among charming artisan shops, capture postcard-perfect views, and soak in the medieval magic of this unforgettable village.
At the end of your visit, relax on the scenic drive back to Florence, returning to the original departure point.

- Private transportation
- Bottled water
- Local expert driver and tour leader
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
- Private transportation
- Bottled water
- Local expert driver and tour leader
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive tour
- Everything not found under the heading inclusions is excluded
- Everything not found under the heading inclusions is excluded
Tuscany…what else?
Immerse yourself in the beauty of the Tuscan countryside and leave the confusion of the city. Spend half a day in the most famous wine region in the world (Chianti), tasting 5 of the best tuscan wines and visit the medieval village of San Gimignano, known worldwide for its tall towers.
Be guided through the verdant landscape of the…
Tuscany…what else?
Immerse yourself in the beauty of the Tuscan countryside and leave the confusion of the city. Spend half a day in the most famous wine region in the world (Chianti), tasting 5 of the best tuscan wines and visit the medieval village of San Gimignano, known worldwide for its tall towers.
Be guided through the verdant landscape of the “Sweet Hills of Chianti” on a private tour, tasting Chianti Classico wine and other famous Tuscan wines, such as “Super Tuscan” and “Vernaccia”, at a family-run winery. Learn basic winemaking techniques and discover the legend of the “Black Rooster” (symbol of Chianti).
Afterwards we will visit the famous village of San Gimignano, a medieval open-air museum, where the population still lives in the beautiful towers. You will be fascinated by the medieval streets with traditional shops and fine craftsmanship.
We organize 2 daily departures. You can choose to take the tour that starts at 8:30 am or the afternoon tour that starts at 3:00 pm
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.