Porta San Giovanni
Our expert guide will meet you at the main gate of San Gimignano "Porta San Giovanni" and will accompany you to discover the Manhattan of the Middle Ages
Italy · Walking Tours
The journey
Discover the timeless charm of San Gimignano on a private guided walking tour through one of Tuscany’s most iconic hill towns. Over 3 hours, explore medieval streets, historic squares, and remarkable monuments as your guide brings to life the stories of rival families, soaring towers, religious art, and civic history.
Stroll from Porta San Giovanni to Piazza della Cisterna and Piazza del Duomo, with the flexibility to visit landmarks such as the Cathedral, Palazzo Pubblico, Civic Museum, Torre Grossa, and the Church of Sant'Agostino. You may also head up to Rocca di Montestaffoli and the Vernaccia Museum for panoramic views and a deeper connection to the local wine heritage.
Discover the timeless charm of San Gimignano on a private guided walking tour through one of Tuscany’s most iconic hill towns.
From the itinerary
At a glance
Day by day
Our expert guide will meet you at the main gate of San Gimignano "Porta San Giovanni" and will accompany you to discover the Manhattan of the Middle Ages
Your guide will explain you this beautiful square, telling you the stories and anecdotes about the rivalry of the families who lived here. Discover the history of the towers. How did they look like during the Middle Ages? Who lived there? Why are so many towers in a so little village? Your guide will have an answer to all your questions...
You can choose if you want to enter inside or not. The Cathedral is decorated with the well-preserved frescoes of the 14th century and houses other wonderful works of art.
You can choose if you want to enter or not. Inside the Public Palace there is the Civic Museum, which hosts famous frescos of the 14th century in the Hall of Dante, the Florentine writer and poet who passed by San Gimignano as the ambassador of Florence. From the museum you can climb the highest tower of San Gimignano (54 meters) called “Torre Grossa” (Big tower), from where you can take incredible pictures of the village and of the surrounding territory and landscapes.
If you have not visited the interior of the Cathedral, the church of St. Augustine is also very beautiful and for free. Inside you will admire the frescoes of Florentine artists of the 15th century.
The guide will propose you to go up to the highest point of the village, to enjoy the panorama from the Rocca Montestaffoli (fortress), a Florentine bastion, where today is situated the Vernaccia Museum, the famous DOCG white wine produced in this area. Inside the fortress there is a beautiful garden, it is pleasant to spend few minutes here to enjoy the feeling of peace.
Before going back to the main places of interest, the guide will suggest you to have a toast in a wine shop on the second floor of the Vernaccia Museum, with a little extra cost.
The route
The fine print
Logistics
Your 3 hours finish where they began, in San Gimignano.
Watch the film
Create your own adventure
Say goodbye to travel stress.