Private Full-Day Tuscany Tour: Wineries, Lunch & San Gimignano
Rolling vineyards, medieval towers, and the finest wines Tuscany has to offer — all in one private day.
This private Tuscany wine tour from Florence takes you deep into the Chianti countryside, visiting two celebrated wineries and the UNESCO-listed medieval town of San Gimignano. Designed for travelers who want a personal, unhurried experience, the itinerary combines vineyard walks, curated tastings, and a full Tuscan lunch with a leisurely afternoon of exploration.
Tuscany's wine culture is inseparable from its landscape. The journey between Florence and San Gimignano winds through some of the most iconic vineyard scenery in Italy — a backdrop of cypress-lined ridges, stone farmhouses, and centuries-old estates that set the tone for everything that follows.
The tour is rated easy, making it well suited to a wide range of travelers. A private air-conditioned minivan handles all transfers, and the pace allows time to absorb each destination without feeling rushed. No shared bus, no fixed group agenda — just Tuscany at your own rhythm.
Tour Highlights
Guided tasting of Chianti Classico wines at a renowned estate in the heart of the Chianti hills.
Full Tuscan lunch at a winery, featuring seasonal dishes paired with the estate's own wines.
Visit to San Gimignano, a UNESCO World Heritage Site famous for its medieval stone towers and artisan lanes.
Sweeping views of the Tuscan countryside from the hilltop terraces of San Gimignano.
Fully private transfer in a comfortable air-conditioned minivan from central Florence and back.
Tastings of Vernaccia di San Gimignano, the region's celebrated white wine with centuries of history.
Guided vineyard walk at the first estate, with insight into the winemaking traditions of the Chianti region.
Itinerary
Your private driver meets you at Piazza della Calza 1, Florence. The group boards a comfortable air-conditioned minivan for the scenic drive into the Tuscan countryside.
Arrive at a celebrated Chianti estate set among rolling hills. A guided tour covers the vineyard, cellars, and the estate's winemaking history, followed by a curated tasting of their finest wines accompanied by local bread and olive oil.
The second estate offers both a wine tasting and a complete Tuscan lunch. Expect seasonal dishes — lasagna, cured meats, fresh bruschetta — paired with wines produced on site, including the Vernaccia di San Gimignano.
Arrive in San Gimignano, the UNESCO-listed hilltop town renowned for its preserved medieval towers. The afternoon is free to explore cobblestone lanes, visit the Duomo or Civic Museum, browse artisan shops, and sample the town's world-famous gelato at Gelateria Dondoli.
After exploring San Gimignano, the private minivan returns you to the starting point in Florence in approximately one hour. Drop-off is at the same central location where the day began.
What's Included and Excluded
Included
- Private air-conditioned minivan with driver
- Guided tour of the first Chianti winery and vineyard
- Wine tasting at both wineries
- Light snacks at the first winery (local bread and olive oil)
- Full Tuscan lunch at the second winery
- Visit to San Gimignano with free exploration time
- Hotel or central meeting point pickup and drop-off in Florence
Not Included
- Personal travel insurance
- Gratuities for the driver or guide
- Additional food or beverages beyond those listed
- Entrance fees to San Gimignano museums (Duomo, Civic Museum)
- Any personal shopping or souvenirs
Important Information
Book Your Private Tuscany Wine Tour
Secure your spot on this private full-day tour through Tuscany's most celebrated wine country and medieval hilltowns. Limited availability — reserve your date today.
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