CHIANTI WINE TOUR FROM FLORENCE & SAN GIMIGNANO
Visit 2 Wineries, Medieval Villages & Tuscany’s Iconic Landscapes
Escape the city and enjoy a relaxing private wine tour from Florence through the world-famous Chianti wine region, one of Tuscany’s most beloved destinations for wine lovers. This experience is designed for travelers who want to slow down, savor exceptional wines, and immerse themselves in the beauty, history, and flavors of authentic Tuscany.
Private Transportation from Florence
Your day begins with private pick-up directly from your accommodation in Florence, traveling in comfort with a professional English-speaking driver. Sit back, relax, and enjoy the scenic drive through rolling hills, vineyards, olive groves, and medieval countryside—no stress, no rush, just pure Tuscan beauty.
Chianti Classico Winery Visit & Wine Tasting
Your first stop is a carefully selected winery in the Chianti Classico region, the historic heart of Chianti wine production. Here, you’ll enjoy a guided cellar tour followed by a wine tasting, learning about traditional winemaking methods, aging techniques, and what makes Chianti Classico wines so distinctive and admired around the world.
This visit sets the perfect tone for a peaceful and enriching day dedicated to wine and culture.
Monteriggioni – A Medieval Treasure
Next, we visit the enchanting Monteriggioni Fortress, one of Tuscany’s best-preserved medieval villages. Enjoy free time to stroll along its ancient walls, take photos, and soak in the timeless atmosphere of this small but captivating hilltop town.
Please note: We will visit the medieval village of Monteriggioni if time allows between the two winery visits. If time is limited, the itinerary will include San Gimignano in the afternoon only, ensuring a relaxed pace and an enjoyable wine experience.
Second Winery in Chianti DOC & Lunch
The journey continues to a second Chianti DOC winery, where wine tasting is paired with a delicious homemade Tuscan lunch. This is a relaxed, authentic experience—enjoy local wines alongside traditional dishes in a countryside setting, surrounded by vineyards and stunning views.
This stop is perfect for wine lovers who appreciate good food, fine wine, and a slower pace.
San Gimignano – The Town of Towers
In the afternoon, we head to San Gimignano, one of Tuscany’s most iconic medieval towns and a UNESCO World Heritage Site. Famous for its 14 medieval towers, San Gimignano offers breathtaking architecture, charming streets, and excellent shopping in artisan boutiques featuring leather goods and pottery.
Enjoy free time to explore at your own pace and don’t miss a stop at Gelateria Dondoli, world-renowned for some of the best gelato in Italy.
A Perfect Tuscan Wine Day from Florence
After your visit, relax on the scenic drive back to Florence, reflecting on a day filled with wine, history, and unforgettable landscapes.
Why Wine Lovers Choose This Tour
Private Chianti wine tour from Florence
2 winery visits with cellar tours and tastings
Relaxed pace, ideal for wine enthusiasts
Private transportation & English-speaking driver
Visits to Monteriggioni and San Gimignano
Fully customizable itinerary
Pricing Information
Starting price based on a minimum of 2 travelers
Rates may vary depending on group size and payment method
Please contact our reservation department for personalized pricing
Important Notes
Wineries are reserved based on availability and selected from our trusted list of favorites
If you wish to visit a specific winery, please let us know—tours are fully customizable
Wine tastings and lunch are not included and must be paid directly on site
Approximate costs:
Wine tasting: €40/€50 per person
Wine tasting with lunch: €60/70 per person
Book Your Chianti Wine Tour from Florence Today
Don’t leave this classic Tuscany wine experience on your bucket list. Join us for a relaxing and unforgettable day among vineyards, medieval villages, and world-class wines—the perfect escape from Florence for wine lovers.
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