Tuscany Wine Tour: 2 Wineries & San Gimignano from Rome
Chianti hillsides, medieval towers, and the authentic flavors of Tuscany — all in one day from Rome.
This Tuscany wine tour from Rome combines two estate visits, a UNESCO World Heritage town, and a scenic journey through one of Italy's most celebrated wine regions — crafted for travelers who want more than a postcard view.
Departing Rome by high-speed train, you connect efficiently with a private guided tour that takes you deep into the Chianti countryside and the Vernaccia wine hills surrounding San Gimignano. Each winery stop is hosted by the producers themselves, offering an insider perspective that group bus tours rarely deliver.
The day closes with free time in Florence before your evening return to Rome, giving you a complete cross-section of Tuscan culture — vineyards, medieval heritage, and Renaissance art — within a single, well-organized itinerary.
Tour Highlights
Taste four wines at a Chianti estate, including Super Tuscan blends and a 30-year-old balsamic vinegar with truffle extra virgin olive oil.
Visit a second winery producing D.O.C.G. Vernaccia white wine, with guided tours of vineyards and cellars by the winemakers themselves.
Explore San Gimignano, a UNESCO World Heritage Site known for its medieval towers and cobblestone streets.
Travel between Rome and Florence by high-speed train, keeping transfers efficient and comfortable.
Purchase wines, oils, and local products directly from the producers at estate prices to take home or ship abroad.
Enjoy free time in Florence at the end of the day before your return train to Rome in the evening.
Itinerary
The day begins with a roughly 1.5-hour high-speed train journey from Rome to Florence. From the train station, reach Porta Romana — the meeting point — by local bus, taxi, or a 25-minute walk.
The group departs Florence by private transport toward a winery approximately one hour away. Here, a passionate producer leads a tasting of four wines — including Chianti and Super Tuscan — paired with aged balsamic vinegar and truffle olive oil.
The second estate sits in the hills above San Gimignano, producing D.O.C.G. Vernaccia white wine alongside a rosé and Chianti Colli Senesi. Winemakers walk guests through cellars and vineyards, explaining production methods and food pairing principles.
The group enters the walled town of San Gimignano independently, with time to explore the Torre Grossa, the Collegiata, artisan shops, and the narrow lanes of this remarkably preserved medieval center.
After approximately one hour back to Florence, guests are dropped at Porta Romana with the afternoon free to discover the city at their own pace before the evening train returns them to Rome.
What Is Included
Included
- Round-trip high-speed train tickets between Rome and Florence
- Private transport for the 7-hour Tuscany tour from Florence
- Professional licensed guide throughout the tour
- Wine tasting at two estates (seven wines total)
- Tasting of 30-year-old balsamic vinegar and truffle extra virgin olive oil
- Guided vineyard and cellar tour at the second winery
- Entry to San Gimignano town
Not Included
- Meals and personal drinks not listed in tastings
- Gratuities for guide and driver
- Personal purchases at wineries or shops
- Transport between Rome train station and departure point (if applicable)
- Travel insurance
Important Information
Ready to Discover Tuscany?
Secure your place on this full-day journey through Chianti vineyards, medieval hilltop towns, and the landscapes that have defined Italian wine culture for centuries.
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