Explore Tuscany’s Chianti Classico and San Gimignano, savoring exquisite wines and medieval charm. Discover winemaking secrets and historic towers.
Explore Tuscany’s Chianti Classico and San Gimignano, savoring exquisite wines and medieval charm. Discover winemaking secrets and historic towers.
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Chianti Road - Your local driver and tour leader will meet you directly at your accommodation, ready to take you on an unforgettable journey through the heart of Tuscany. Sit back, relax, and enjoy the ride as your friendly guide introduces you to the history, culture, and hidden treasures of this enchanting region.
The Chiantigiana Wine Road:…
- Chianti Road - Your local driver and tour leader will meet you directly at your accommodation, ready to take you on an unforgettable journey through the heart of Tuscany. Sit back, relax, and enjoy the ride as your friendly guide introduces you to the history, culture, and hidden treasures of this enchanting region.
The Chiantigiana Wine Road:
Travel along one of Italy’s most picturesque routes, winding through the scenic, rolling hills of the Tuscan countryside. As you drive, admire endless rows of vineyards, elegant cypress-lined avenues, golden fields of sunflowers, and charming stone villages perched on gentle hills. Your driver will share fascinating stories about local traditions, winemaking, and daily life in Tuscany — turning the journey itself into part of the adventure.
Every turn reveals a postcard-perfect view: a landscape painted with light, color, and the timeless beauty that makes Tuscany truly unforgettable.
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Cantine Guidi - Your first stop: a renowned historic family-run winery, where winemaking has been a passion passed down for over 100 years. Here, amidst ancient barrels and the scent of aged oak, you’ll discover the essence of Tuscan tradition and innovation.
This estate is celebrated for producing three distinctive wine varieties: Chianti Classico, Super Tuscan, and Vernaccia di San Gimignano.
After a fascinating tour of the historic cellars and an introduction to the family’s winemaking secrets, you’ll savor a guided tasting of these exceptional wines — each glass telling a story of passion, heritage, and the timeless beauty of Tuscany. -
San Gimignano - After the tasting, we’ll head to San Gimignano for a self-guided visit of this famous medieval village.
You’ll have free time to explore the town, and the visit—including its magnificent towers—will take approximately an hour. San Gimignano is a small, walled medieval hill town not far from Siena, known as the “Town of Fine Towers.” In the Middle Ages, over 70 towers stood here, and today, it’s like an open-air museum, where walking through the streets feels like stepping back in time. The town is also famous for its saffron, “Golden Ham,” and Vernaccia di San Gimignano, a white wine made from the ancient Vernaccia grape that grows on the region’s sandstone hillsides.
Be sure to stop in the main square to try “the best gelato in the world” at Gelateria Dondoli, and as you wander the charming streets, you’ll be able to admire the remarkable work of skilled local artisans.
After the visit, we’ll return to your location.

- Private transportation
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive package
- English speaking driver and tour leader
- Private transportation
- Bottled water
- Alcoholic beverages
- In-vehicle air conditioning
- All inclusive package
- English speaking driver and tour leader
- Everything not found under the heading inclusions is excluded
- Everything not found under the heading inclusions is excluded
Tuscany… What Else? Uncover the Enchantment of Chianti & San Gimignano!
Escape the hustle and bustle of the city and dive into the enduring allure of the Tuscan countryside. Spend half a day amidst rolling hills, vineyards, and medieval villages — discovering the flavors, stories, and landscapes that make Tuscany one of the most cherished destinations…
Tuscany… What Else? Uncover the Enchantment of Chianti & San Gimignano!
Escape the hustle and bustle of the city and dive into the enduring allure of the Tuscan countryside. Spend half a day amidst rolling hills, vineyards, and medieval villages — discovering the flavors, stories, and landscapes that make Tuscany one of the most cherished destinations worldwide.
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Wine Tasting Experience:
Visit a friendly family-owned winery, where you’ll savor a tasting of five outstanding Tuscan wines, including the renowned Chianti Classico, the esteemed Super Tuscan, and the refined Vernaccia di San Gimignano. Learn the fundamentals of winemaking, explore age-old traditions, and hear the tale of the Black Rooster, the emblem of Chianti. -
Visit to San Gimignano:
Proceed to the medieval village of San Gimignano, a genuine open-air museum. Wander through its narrow cobbled streets, admire the iconic towers, and explore traditional shops and artisan boutiques that still retain the charm of yesteryears.
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.