Siena and San Gimignano Tour from Florence with dinner in Chianti

Siena and San Gimignano Tour from Florence with dinner in Chianti

Siena and San Gimignano Tour from Florence with dinner in Chianti


In stock


DURATION: 8 hours

DEPARTURE TIME: 1pm or 2pm



MEETING POINT: Piazza Mentana 2red

Explore the enchanting UNESCO-listed destinations of Siena, San Gimignano, and the picturesque Chianti countryside with our small-group tour departing from Florence. Witness the breathtaking sunset over rolling vineyard-covered hills, indulge in a delightful traditional Tuscan dinner, and embark on a guided tour through the cellars of a local Chianti winery.




Siena and San Gimignano Tour from Florence Highlights

  • 8-hour small-group tour of UNESCO-listed Siena and San Gimignano, from Florence.
  • Savor a traditional Tuscan dinner in a Chianti countryside winery, with wines paired by the experts and a guided cellar visit.
  • Visit the well-preserved medieval town of San Gimignano
  • See the site of the traditional Palio horse race in Siena


  • Return transport from Florence in comfortable minivan
  • English speaking driver/tour leader
  • Guided walking tour of Siena with professional guide (plus a Surprise tasting!)
  • Visit of San Gimignano with free time
  • Typical Tuscan dinner in a boutique winery in Chianti
  • Guided visit of the winery cellars
  • Wine tasting

Experience the wonders of Tuscany in one memorable day.

Visit Siena

Begin your tour with a pickup in central Florence by comfortable air-conditioned minivan, and relax on route to Siena. On arrival, enjoy a guided walk tour of the historic city, and learn the secrets of top attractions such as the Piazza del Campo – where the famous Palio horse race takes place every year. Your expert guide will share the story behind the Palio, and the 17 medieval districts that historically competed against each other.Before leaving Siena, there will be a surprise food-tasting for you!

Discover San Gimignano

Leaving Siena behind, our next stop is San Gimignano – a medieval hilltop village famous for its iconic skyline. There’s no direct train line to the village, and many people ask how to reach San Gimignano from Florence. Our tour whisks you there with ease, with free time to explore at your own pace. Wander along the ancient streets, admire the elegant Romanesque and Gothic architecture, and soak up the atmosphere at your leisure. Delve into the village’s history, browse traditional products, and you could even head to the top of one of the towers if you’re feeling brave. The scenic views are certainly worth it!

Traditional Tuscan Dinner at a Chianti Winery

Continue onward to a boutique winery nestled among the vineyards deep in the Chianti countryside. As the sun sets behind the rolling Tuscan hills, sit down to an unforgettable evening meal of seasonal delicacies, with wine pairings selected by the winery’s own experts. You’ll also have the chance to visit the cellars with your guide, where vintage Tuscan wines lie slowly maturing in their mighty barrels.

When your time in the Chianti winery comes to an end, return in comfort to central Florence to conclude your tour.


Clients will receive a full refund or credit when they cancel their activity at least 48 hours in advance.
If you do not show up for your activity, you will be charged the full price.


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