San Gimignano, Siena & Chianti: traditional tour

What you will visit: San Gimignano and Siena Chianti area

The town of San Gimignano relies on the top of a low hill at the centre of Valdelsa. This wonderful landscape will seduce you with its unique skyline made of towers. Most of the tower in San Gimignano were built during the 14th century by families who wanted to demonstrate their growing power. 

At those times, after gaining the autonomy from Volterra, more than seventy towers have been built in San Gimignano town centre. This process was transforming a rural village into a prestigious town.

The tour will continue with the Chianti area, known for its Chianti Classico riserva together with the Gallo Nero symbol, and the Medieval town of Siena, both situated in the heart of Tuscany. All these are compelling stops for those who want to see the true Tuscan landscape. You will learn about the region’s history and traditions from the 13th Century. You will taste excellent food and wines.

How to get to San Gimignano from Florence

Your journey will start in Florence where you’ll meet our kind staff. Please come to Villa Costanza tram terminal, at the end of the Tramway 1, an easy to reach location, where you can also leave your car with comfort and ease.  

Onboard, after the bus departure, you will be introduced step by step to the places you are going to see and visit. The first stop will take place really soon. After approximately one hour losing yourself in the magical landscape of the Chianti Fiorentino (Florentine Chianti), you’ll reach San Gimignano.

This is an extraordinary example of a well-preserved Medieval urban town, with the original old walls. This is also the main reason why UNESCO included this town into the world heritage sites. 

Art, museums and the best Italian ice-cream are here

You will have free time to visit everything you want. The old town center is full of alleys and beautiful squares, museums, palaces, churches, magnificent towers and craftsmen’s workshops. Furthermore, if you are interested in contemporary art, in San Gimignano you will find interesting contemporary art galleries, like the Galleria Continua, hosting works made by some of the most famous and valued international artists. 

If you are looking for simpler and more popular things to do in San Gimignano, then you can taste one of the best ice-cream in town. Here you can find few world-famous gelaterias, like Il Criollo or Gelateria dell’Olmo.

Chianti wine region: the taste of the Classic area

Your tour continues to the splendid area of the Chianti Classico in the Siena province. This is the original Chianti area. We will stop by a typical Tuscan winery where you will visit the cellars and vineyards. Afterward, you will taste the wine produced.

The magnificent Siena cathedral and the Palio square

In the afternoon the tour continues with sightseeing in Siena. Here our official guides will lead our tour to the old city center. You will have the chance to admire the magnificent Siena Cathedral (called Duomo) and the Town Hall in the Piazza del Campo, the scenery of the world-famous Senese Palio horse race. 

Last stop: the Monteriggioni castle, another jewel of Tuscany

The tour will end with the visit to the marvelous Monteriggioni castle, a medieval fortress really well preserved that you may know also for the Assassin's Creed videogame series.

After this stop, it will start your ride back to Florence where the tour will end.