• Location: Rome, Italy
  • Duration: 10 hours (approx.)
From USD $ 211.02 View price calendar

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Spend an unforgettable day exploring the highlights of Chianti with this 10-hour tour of Siena and San Gimignano from Rome. Walk the Medieval cobblestone streets in the historic centers of both cities. Visit a local winery to taste 10 different types of wine and oil, and enjoy lunch in the restaurant on the estate.


  • Enjoy a day away from the hustle and bustle of the city
  • Explore the local streets on a walking tour of the city
  • All-inclusive tour
  • Soak up the atmosphere on a walking tour
  • Private tour is operated with just your party and a guide/driver

What You Can Expect

Tuscany Wine Tasting and Lunch: Private Tour Siena and San Gimignano

San Gimignano

Enjoy the sights of two gorgeous Tuscan hill towns in the Chianti area in one full-day trip from Rome.

Arrive first in the UNESCO-listed town of San Gimignano with its many Medieval towers. Stroll through the pretty historic center. Sample some Vernaccia, a white wine made in the area.

Stop at a winery in Chianti to visit a beautiful wine cellar. Taste 10 different kinds of wine and oil, and enjoy lunch in the restaurant of the estate.

Visit the historic center of Siena, another UNESCO World Heritage Site, to see the main square in town – the Piazza del Campo – where the annual Palio horse race is held. Marvel at the multi-colored facade of the Duomo and see the Mangia Tower before making your way back to Rome.

Customer Reviews

Joseph C

5 star rating: Highly Recommended November 2017

Fantastic trip with exremely passionate guide, Claudio, to beautiful Siena and San Gimignano. Claudios enthusiasm for the history, knowledge of the region and kindness made the trip much better than we expected. Claudio not only told us about the sites at the destinations but also all along the way and his excitement made us appreciate each fact and site even more. I would say it was the highlight of our trip to Italy, other than visiting our daughter, which included Rome, Florence and Venice. The stop for wine tasting and lunch was also fun, but I would have gladly traded that for lunch and more time in either Siena or San Gimignano which are both breathtaking locations. In Siena we were able to walk to the basilica and tour the inside which was quite impressive. We also made our way to the square and took in the sights there. In San Gimignano we walked some of the streets to a spot with a beautiful view of the Tuscan countryside and then crossed the town to the other gate.
All in all a great trip. A long ride from Rome but if your plans do not allow you to visit here from Florence or spend a day or two, like us, then this is a great way to add it in. Thanks also to the driver, Luc, who navigated the crazy traffic with ease.

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