Code: STT_IE5


From Siena, the pearl of Tuscany’s countryside, to the medieval villages of Monteriggioni and San Gimignano: Discover the best of Tuscany in one day!

Your guided walking tour of Siena starts on the main road which coincides with the famous “Via Francigena”, the route pilgrims have been taking on their way to Rome for centuries. We continue on the trails of history as we make our way to an art workshop where you witness the gilding of a painting with real gold, using a technique dating back to the 13th century. 

Thanks to your “Skip the Line” ticket, you enter Siena’s cathedral without the delay caused by waiting queues. From the baptistery to the restored libreria Piccolomini, a renaissance masterpiece: We take the time to discover the Duomo’s many treasures before climbing up the “Facciatone”, the facade of the New Duomo. The view from its panoramic terrace is astonishing!

Inevitably, Siena’s medieval alleys bring us to the city’s famous, shell-shaped heart, the Piazza del Campo. As we are crossing what is considered one of the most beautiful squares in the world, you learn all about Palio, the traditions behind the most ancient road horse race in the world, and the architectural works of art you are surrounded by, including the Palazzo Pubblico and the Fonte Branda.

Here, you have some free time to grab a bite to eat or shop for souvenirs before we head to Monteriggioni, a medieval village with imposing walls that resisted centuries of sieges and attacks. In fact, if you have a passion for video games, you will find yourself on the set of Assassin’s Creed. Built in 1200, the village’s medieval flair and its belt of walls have been perfectly preserved to this day. 

Our last lag of the day takes us to San Gimignano. Today, the striking skyline of Tuscany’s “Manhattan of the Middle Ages” boasts 14 towers of various heights that make for striking panoramic pictures along the rolling hills of the Tuscan countryside. Strolling through the medieval streets and little alleys, we discover an abundance of little shops and local products. With breathtaking views over the Tuscan countryside, there are two things you have to taste in San Gimignano: the gelato that won the Ice Cream World Championship and “Vernaccia”, a famous white wine that stems from the region. 

What is included in the tour:

  • Private transportation in a luxury van (Florence - Siena - Monteriggioni - San Gimignano - Florence);
  • Single-language tour conducted by a certified tour guide;
  • Entrance to Siena’s cathedral and the “Facciatone” with “Skip the Line” ticket.

What is NOT included in the tour:

  • Tips;
  • Refreshments.

What you will do on the tour:

  • Enjoy a wonderful drive through Tuscany’s soothing Chianti region;
  • Discover Siena, its rich history that dates back to the middle ages and the century-old traditions that are still kept alive today;
  • Learn about the “Via Francigena” and the importance Siena holds for pilgrims;
  • Visit Siena’s Duomo and climb the “Facciatone” with “Skip the Line” ticket;
  • Explore the Piazza del Campo, one of the most beautiful, most iconic squares in the world;
  • Find out about Palio, the most ancient road horse race in the world;
  • Visit the medieval village of Monteriggioni;
  • Learn about the medieval age and the hardships Monteriggioni suffered during century-long attacks;
  • Explore San Gimignano, Tuscany’s “Manhattan of the Middle Ages,” with its 14 towers and breathtaking countryside;
  • Taste the gelato that was awarded Ice Cream World Champion;
  • Try a glass of the famous “Vernaccia” white wine.

Main features:

  • Duration: around 8 hours;
  • Languages: Italian, English;
  • Meeting Point: Lungarno degli Acciaiuoli 8, 50123 FLORENCE; 
  • Available: Monday - Tuesday - Wednesday - Thursday - Friday - Saturday - Sunday.


  • We accept electronic and printed vouchers.

Please Note

  • Francigena Route
  • Wooden panel gilding technique
  • Piazza del Campo
  • San Gimignano
  • Vernaccia wine tasting
  • Artisan Ice cream
  • Palio
  • Monteriggioni’s castle
  • Siena’s Cathedral
  • Breathtaking views


  • Group Max:
  • 8
  • ticket
  • Private Transport
  • Tour Guide


per person

  • Available
    Sunday - Monday - Tuesday - Wednesday - Thursday - Friday - Saturday
  • Start From
Book Now



Select tour type to insert quantity







Choose your tour language:

Promotional Code:



Meeting Point: Piazza Mentana (in front of Balestri Hotel), Firenze

you may also like

Slow Tour Tuscany - THE BEST OF FLORENCE IN ONE DAY - 4 tours in 1 with Lunch

THE BEST OF FLORENCE IN ONE DAY - 4 tours in 1 with Lunch

Discover more


Discover more
Share it

Comments (0)

Leave a comment

Insert your satisfation
  • 1
  • 2
  • 3
  • 4
  • 5