From Florence: private tour Siena, San Gimignano and Monteriggioni + wine tasting. Medieval Tuscany Experience

Tour Description

Discover the essence of Tuscany: Siena, San Gimignano, and Monteriggioni are waiting to be explored!

The tour begins aboard a premium minivan equipped with air conditioning, a driver, and complimentary water.

The first stop is Siena. Here, you’ll enjoy a 1-hour guided tour with a local guide followed by 1 hour of free time. You can savor the iconic sights of Piazza del Campo and Piazza del Duomo, where the authentic medieval atmosphere makes this city special and unique. Alternatively, you can visit the Duomo, shop, or simply indulge in local delicacies!

Back in our minivan, we’ll take you to the charming town of Monteriggioni. Built in 1213, its fame reached such heights that the great poet Dante Alighieri referenced its circular walls in the Divine Comedy. Here, you’ll finally have the chance to enjoy a fantastic lunch and local wine in a superb setting.

On the way to San Gimignano, you’ll revel in the stunning Chianti landscape, rich with vineyards and olive groves.

Upon arrival, you’ll have 1.5 hours of free time to discover “The Town of Fine Towers,” a UNESCO World Heritage site renowned as an exemplary medieval town.

Following this, the last stop of the day: a wine and local product tasting. Discover Vernaccia, Chianti, cured meats, cheese, olive oil, and much more!

At the end of the visit, return to Florence in complete comfort.


  • Private tour
  • English-speaking Driver
  • Premium miniVan/Land Rover with A/C
  • Free Water on board
  • Certified local guide in Siena
  • Typical Lunch in Monteriggioni Castle
  • Free time to spend in all the cities​
  • Wine and local product tasting


Meeting point:

08:00 departure from Florence (pick up at your place available)

6:00pm back in Florence


Up to 7 days before departure: free cancellation
Between 7 and 2 days: 50% charge
After 2 days before departure: 100% charge

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Some pictures:

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