Private Day Trip: Siena & San Gimignano Tour from Florence

Private Day Trip: Siena & San Gimignano Tour from Florence

5 3 Reviews
8 h.
Meeting Point
Piazza dell'Unità Italiana
Start Time
Operating Days
per adult

Tour Highlights

  • Private day trip to the world-renowned Siena & San Gimignano
  • Comfortable, air-conditioned transport from Florence
  • Commentary & recommendations from your local driver-guide
  • Plenty of free time to explore both cities
  • In Siena: Visit the Duomo Square & iconic Piazza del Campo
  • In San Gimignano: Encounter the famous towers & medieval architecture


Take in the rolling hills and quaint towns of the Tuscan countryside on our full-day, private tour of Siena & San Gimignano. This exclusive adventure allows you the freedom to design your own day with plenty of time in each city and a local driver-guide to give you personalized recommendations of what to see and experience.
Medieval building and tower in San Gimignano


Marvel at works of art and stunning examples of medieval architecture in both Siena and San Gimignano.

Torre di Mangia tower in Siena


Enjoy plenty of free time to explore the way you want to – whether it’s lunch at a vineyard or climbing the Torre Del Mangia.

Aerial view of Siena on a sunny day


Learn about the traditions and history of these two towns from your expert, English-speaking guide.

Tour Description

While you’re in Florence, don’t miss out on the opportunity to visit the two most iconic towns in Tuscany: Siena and San Gimignano. Visit both in one day on this exclusive tour with a personal driver-guide to give you local recommendations and the inside scoop on the history and traditions of these beautiful UNESCO World Heritage sites. 

Your day starts with a pick up in Florence by your English-speaking driver and guide. On the way to San Gimignano, take in the idyllic Tuscan countryside as you pass rolling hills, Chianti vineyards and rows of olive trees. Once you’ve entered through the medieval walls of the city, you will be given free time to wander the narrow streets and admire its unique architecture and famous towers.

Your driver-guide will then assist you in picking a location for lunch. Whether you wish to visit one of the area’s many vineyards for a food and wine pairing or want to try a local favorite in San Gimignano, the choice is up to you.  

After lunch, continue your tour to Siena, where you will have plenty of time to fully appreciate the beauty of this medieval jewel. Before dropping you off to explore the town, your driver-guide will assist you with personalized recommendations to make the most of your time. Stroll through the winding streets and boutique shops of old town, stop in at the magnificent Duomo, or make your way to the Piazza del Campo, home to the famous Palio di Siena. No matter what you choose, this traditional Tuscan city will not disappoint.

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What's Included

  • Private tour of Siena & San Gimignano
  • Comfortable, air-conditioned return transport from Florence
  • Expert, English-speaking driver/guide

Sites Visited

  • Town of Siena
  • Town of San Gimignano


  • How far in advance should I book my tour?
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  • What time should I arrive at the meeting point?

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Get to Know City Wonders

A City Wonders tour is the product of meticulous research, detailed planning, and a passion for providing customers with travel experiences they will cherish forever.

With City Wonders it's not just facts, our passionate guides tell you the stories that bring the sights to life.

  • All of our guides are experts in their field
  • We only hire fluent English-speakers so nothing is ever lost in translation
  • We focus on the little details and anecdotes that make City Wonders so special

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