The streets of San Gimignano through an arch
Close-up view of the Duomo in Pisa
Front view of the Duomo in Siena
View of the Duomo in Siena on a sunny day

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

(125 Reviews)
9 h.
Sun, Wed & Fri

  • Our English-speaking Tour Leader will be with the tour from start to finish
  • Visit Siena, home of the Piazza del Campo, where they hold horse races in the street
  • Learn more with a local guide in Siena
  • Wander the winding streets of the World Heritage town of San Gimignano
  • 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
  • A local guide will take you around Siena
  • Complimentary local wine from the area
  • Small groups of 25 people or less for an intimate experience
  • Private and comfortable air-conditioned coach
  • Gratuities

Sites Visited

  • 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 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! A local guide in Siena will cover the intrigue behind the race in much more detail once you arrive in the city.

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.

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.

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.

Important Notes

Please note that from August 6th, 2021, all public venues in Italy will require visitors above the age of 12 years old to present valid ID and certification proving that you have either:

  • Been vaccinated with an EMA or AIFA approved vaccine (Comirnaty by Pfizer-BioNtech, Vaxzevria by Astrazeneca, Janssen by Johnson & Johnson and Moderna);
  • Been tested (PCR or antigen) with a negative result within the last 48hrs;
  • Recovered from COVID-19, attested by a PCR or antigen test result, at least 15 days and no more than six months old;

The certification will only be accepted if issued by an approved issuing body of the following countries: EU, Schengen Zone, Canada, Israel, Japan, United Kingdom, and the USA, in either digital or paper format. They must be presented in Italian, English, French, or Spanish. For more information, please refer to the following website:

Thousands of 5-Star Reviews

125 Reviews
  • Tripadvisor

  • Know Before You Go

per adult
Available in 2022
  • Instant Confirmation
  • Mobile Voucher Accepted
  • 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