Beautiful view of San Gimignano
Front view of the Duomo in Siena
Piazza dei Miracoli in Pisa
View of the Duomo in Siena on a sunny day

Tuscan Day Trip: Pisa, Siena & San Gimignano with Artisan Produce Sampling

(125 Reviews)

  • Our English-speaking Tour Leader will be with the tour from start to finish
  • Stroll around the Square of Miracles in Pisa and admire the Leaning Tower
  • Wander the winding streets of the World Heritage town of San Gimignano
  • Visit Siena, home of the Piazza del Campo, where they hold horse races in the street
  • Enjoy a free glass of famous Tuscan wine and some wild boar salami
  • Travel in privacy in our comfortable air-conditioned coach

Tour Description

What's Included

  • Expert, English-speaking leader available throughout the tour
  • Complimentary local wine from the area
  • Visit Pisa, Siena and San Gimignano
  • Small groups of 24 people or less for an intimate experience
  • Private and comfortable air-conditioned coach
  • Gratuities

Sites Visited

  • Town of Pisa
  • Town of Siena
  • Town of San Gimignano

Your day trip from Florence begins at Piazza dell'Unità Italiana. Here you will meet your group and follow your English-speaking Tour Leader aboard your bus. Your air-conditioned coach will glide through the Tuscan countryside in the direction of Pisa to hang out at Piazza dei Miracoli. Built in 1173, the Leaning Tower owes its name to the soft ground that it was founded upon. During construction, the architect did not realize that the weight of the foundation was too much for the earth below. Though the tower has now been reinforced to stop its continued sinking, the building still maintains the unusual slant that has attracted millions of visitors.

In addition to the famous bell tower, there are several other beautiful Romanesque buildings to explore during your time in Pisa. Take a stroll around the Pisa Cathedral, marvel at the towering dome of the Baptistry, or enjoy the exteriors of both with a gelato in the Square of Miracles.

San Gimignano is next on your journey and your coach will take you through the sunny Tuscan landscape. Rolling over its hills and alongside rows of vines, you will soon be able to make out the famous skyline in the distance. Its medieval Tower houses and circling walls will instantly draw your attention. Once your coach arrives you will be free to explore the town and wander the narrow streets. Spend some time soaking up the atmosphere of this World Heritage Town. If you need help deciding what to do, your Tour Leader will be there to point you in the right direction depending on whether you prefer gelato or wine. Either way, you will get a fine taste of this Tuscan town.

Back on the coach and travel to the World Heritage town of Siena. On route, your guide will fill you in on the history of the city and its famous street horse race which has been held since the 17th century. This fascinating local tradition is driven by highly competitive local neighborhoods who compete against each other to win the race. It is one of the few races in the world where it is legal to hinder your opponent!

After a short introduction to this beautiful city, it is time to get acquainted with the beautiful black and white Duomo di Siena and Piazza del Campo where the horse race takes place.

We will then travel back to Florence, having seen many of the sights of Tuscany in one day. This is the ideal way to add to your growing collection of beautiful cities visited.

Cancelation Policy

This tour is subject to a 24-hour cancelation policy. If you wish to cancel or amend your booking, you can do so without charge by contacting us up to 24 hours in advance of your expected departure time.

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  • 24 Hour Cancellation Policy

Get to Know Dark Rome

Guide showing attraction

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

With Dark Rome 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 Dark Rome so special