The Leaning Tower of Pisa and the Duomo on a sunny day
Siena's Cathedral
Wine and Salami Tasting in San Gimignano
Beautiful view of San Gimignano
beautiful picture of an old street in San Gimignano
Skip the Line

Siena, Pisa, & San Gimignano Day Trip from Florence

(125 Reviews)
12 h.
Sun, Mon, Fri & Sat

  • Join us on this journey through Tuscany to discover three of the most unique and picturesque medieval towns of this region. Your day will start in Siena where our local expert English-speaking guide will bring this medieval city to life and through our Skip the Line access to the magnificent Duomo you will save precious time.
  • Your next stop is the quiet medieval gem of San Gimignano, where you will have free time for lunch and to explore on your own. Before getting back onto our private air-conditioned coach we will treat to a Tuscan snack of wine and local sausage.
  • Pisa and its Leaning Tower is your last stop of the day, where you will have Skip the Line access to the Duomo as well as plenty of free time for photos and souvenirs. This tour will fill your heart, your belly, and probably also your camera roll!

Tour Description

What's Included

  • Expert, English-speaking tour leader throughout the day
  • 1.5 hour guided tour in Siena with a local guide
  • Tasting of local wine in San Gimignano
  • Skip-the-Line Access and entrance ticket to Siena Cathedral (Except Sundays)
  • Skip-the-Line Access and entrance ticket to Pisa Cathedral
  • Small groups of 25 people or less
  • Round trip transportation on air-conditioned comfortable bus
  • Headsets when appropriate, so you can always hear your guide
  • Gratuities

Sites Visited

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

Your day starts in Florence by meeting your group at Piazza dell'Unità Italiana. You will join your English-speaking Tour Leader on board your bus and travel to the World Heritage town of Siena which is famous for the biannual street horse race which has been held here since the 17th century. Along the way to this medieval town, your guide will tell you all about the town history and its intriguing race traditions such as the “move” which encourages jockeys to hinder their rivals. When you arrive in Siena you will be joined by a local guide for a more in-depth tour through the narrow streets of the old town. 

After a brief orientation to the red-bricked city, you’ll visit the magnificent Duomo di Siena which stands out with its white and greenish-black marble facade. This architectural masterpiece is easily accessible due to your Skip-the-Line guided tour and you’ll get to spend more time inside viewing the ornate marble floor, stained glass windows, and sculptures by artists such as Michelangelo. After the Duomo, you will be brought to see the Piazza del Campo, once the center of the town’s political activity, and now the site of the famous Palio horse race.

You will then board your coach again and make your way to San Gimignano. Your journey will take you through the idyllic Tuscan countryside, with its rolling hills, famous vineyards, and the ever-present Cypress and Olive trees. From your coach, you should be able to spot the famous skyline of the San Gimignano tower houses from a distance. When you arrive, you’ll have free time to enjoy the town, to explore the narrow streets and admire the architecture of this unique UNESCO World Heritage site, famous for its medieval houses and encircling walls. Your Tour Leader will be able to assist you on how to spend your free time, where to have lunch and even where to find the best gelato! We will also treat you to a glass of local wine with some wild boar salami, so you can have a true flavor of what Tuscany is all about!

We will then drive to Pisa, the highlight of our trip. Once again, your Tour Leader will fill you in on the colorful history of the Square of Miracles. When you arrive at the Piazza dei Miracoli, you’ll enter the Romanesque architectural masterpiece of the Duomo using our trademark Skip-the-Line Access. After your tour, you’ll have time to view the most famous bell tower in the world. Your guide will explain exactly how the tower has ended up in such a bizarre tilted position. You will then enjoy more free time to take all the pictures you need. 

We will then transfer back to Florence, having covered the best of Tuscany in one day – join us and tick 3 iconic medieval jewels off your bucket list!

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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
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