San Gimignano, Siena & Chianti


Free Cancellation Up to 48 hours in advance

From €60

Available from Dec 4, 2022
Day TripsDay Trips / San Gimignano, Siena & Chianti

: 11 hours and 45 minutes
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included Included in the price

Bus Tour (Basic):

  • Travel by Coach or minivan
  • Expert multilingual tour leader
  • Visit to a famous wine estate and wine tasting
  • Self-guided tour of San Gimignano
  • Self-guided tour of the Monteriggioni fortress
  • The tour is confirmed only when the minimum number of people is reached

Bus Tour (with lunch in Piazza del Campo included)

  • Travel by GT coach or minivan with air conditioning
  • Expert multilingual escorts
  • Guided tour of Siena (1h With a monolingual guide in Italian, English or Spanish only)
  • Lunch at Piazza del Campo
  • Self-guided tour of San Gimignano
  • Visit to a famous wine estate and wine tasting
  • Self-guided tour of the Monteriggioni fortress
  • The tour is confirmed only when the minimum number of people is reached

Small Group

  • Travel by minivan 9 seats from Florence
  • Private multilingual driver
  • Guaranteed departure from 2 pax
  • Self-guided tour of San Gimignano
  • Self-guided tour of the Monteriggioni fortress
  • The tour is confirmed only when the minimum number of people is reached

excluded Excluded from the price

  • A guided walking tour of Siena (it may be included at the time of reservation)
  • Lunch (it may be included at the time of reservation)

Full Description

Enjoy a full-day tour of Tuscany’s most fascinating villages and wine regions. Come with us and travel to the heart of the Tuscan countryside. We’ll take you to visit the town of San Gimignano, the Chianti wine region, the medieval town of Siena and the well-preserved Monteriggioni castle. Follow us into a journey through space and time!

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 center of Valdelsa. This wonderful landscape will seduce you with its unique skyline made of towers. They 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 S. Gimignano town center. This process was transforming a rural village into a prestigious town.

The tour will continue with the Chianti area and the Medieval town of Siena, both are 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. You will taste excellent food and wines. Here you will be able to find some of the most ancient Tuscan wine producers, family-run, still active for centuries. If you are asking yourself what villages are worth the visit, if you are curious to know exactly where is the Chianti region, all your doubts will be satisfied after this tour. When you’ll be there you will forget your problems and start to discover a lost rhythm about life.

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.    

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Additional Information

• Vegetarian products are available upon request. Please specify any allergies or intolerance at the time of booking. Please note that lunch is NOT included. • Please note that a moderate amount of walking is involved and this tour is not wheelchair accessible. • The tour planning can be different, but you will always do all the tour stops. • Entrance to the Siena Cathedral is not included, clients can enter at their own expenses and depending on Cathedral opening times. Please note that will not be available on Sundays or Bank Holidays and during special events opening times can change • Please note that the guided tour in Siena will be in English or Spanish only. • Instructions to reach the meeting point: Meet our staff, who will be wearing green shirts, at Villa Costanza, Florence Coach Station. You can easily reach the meeting point by getting on T1 Leonardo tramway towards Villa Costanza (you have to get off at Villa Costanza stop which is also the end of the line). It will take almost 20 minutes from Florence main train station. • Participant Requirements: we recommend to bring a mask with you and wear it during all the activity.

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116 reviews
  • GetYourGuide traveler

    So nice
    reviewed by
    GetYourGuide traveler
    Oct 3, 2022
    Dear customer, Thank you so much for sharing your experience with my tour. Our goal is 100% customer satisfaction and it sounds like we achieved that goal with you. Looking forward to have you back again in the future. Best Regards my tour in Italy
  • Juan Ruiz

    Un equipo estupendo, hemos pasado un gran dia en compañia de Enrika, Manuel y Mauricio. Gracias por esta visita a la Toscana.
    reviewed by
    Juan Ruiz
    Oct 3, 2022
    Dear Juan, thank you for your review. Was nice to serve you and we hope to have you back again and experience more tours together. Best Regards my tour in Italy

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