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Charm of Tuscany from Florence: Private Tour to Siena, San Gimignano & Chianti

Available in English Hotel Pick up included

Activity Schedule

  • When does it run?


  • Duration

    10 hours

  • Start time

    9am to 10am, depending on your hotel location. 

  • Meeting Point
    Hotel pick-up available. Share the details of your booking with us and we’ll meet you at the lobby. 
    Don’t have a booking yet? No worries! Our customer service executives will get in touch and confirm all details.
  • Ending Point

    Same as the start point 

Key Highlights

  • The allure of Tuscany should be experienced at least once in a lifetime
  • This private tour provides a much more intimate and personal experience than a coach trip
  • Visit the charming Tuscan Cities of Siena and San Gimignano
  • Enjoy wine tasting at a Chianti Vineyard with breads and cheeses


Experience the seductive beauty of Chianti country with just a few companions on this delightful private tour. Drive through the rolling Tuscan landscape sculpted by man and nature in harmony.

You will see rounded hills neatly striped with rows of green vines, lines of dark cypress trees, silvery olive groves, and winding roads leading to charming farmhouses and imposing castles. The vehicle is allowed to drive in the centre of all cities so, unlike a bus tour, you do have not to walk great distances. 

On the way, you will stop at a small winery for around one and a half hours. Here you can taste the premier products of the region – Chianti Classico red wine and extra virgin olive oil – and enjoy a snack with cold cuts, bread and sheep cheese. 

The tour continues to the lovely medieval town of San Gimignano, famous for its 14 towers and the local white wine – "Vernaccia". It is named after the Holy Bishop of Modena, St. Gimignano, who is said to have saved the original settlement from the barbarians. You have about an hour to explore this lovely town. You will be dropped off and picked up again at Cisterna Square in the town centre. 

Your next stop will be Monteriggioni, one of Italy's finest and best-preserved medieval walled towns. With its 14 quadrilateral towers, it is magnificently sited on a hilltop overlooking the Elsa and Staggia valleys. The town was so well-known that the poet Dante made a reference to it in his Divine Comedy. 

Your last stop is Siena where you will be dropped off at the stunning Piazza del Campo, a large shell-shaped square in the centre. It is famous for the spectacular Palio di Siena horse race, which is held here twice a year in honour of the Virgin Mary. Meet your tour vehicle at the Cathedral to return to Florence.

About the Supplier: ICS Italy Chauffeur Service is a premium vehicle service offering luxury and comfortable tours in Italy. They are known for their personalized care and service. 


  • Hotel transfers
  • Transport in air-conditioned vehicle
  • English speaking driver
  • Wine tasting
  • Snack of cold cuts, bread and sheep cheese

Please note

Voucher Type: Paper

Group Size: Min 2, Max. 8

Always keep a photo ID handy for security checks.

Customer Reviews

  • Gail R Coombs
    What a Great Day!

    We loved the tour! Giovanne was fantastic!...

    United States 05/31/2015
  • Lorraine M Thiele
    Very nice tour.

    The driver was very prompt and pleasant. He accomodated our needs by allowing us to stay as long as we wanted in each location. He also took pictures of us at various photo...

    United States 06/18/2014
  • Jessica Coggins
    Wonderful Tour! Splendid!

    My family and I had such a wonderful time on this tour of Tuscany. We really enjoyed visiting both the historical cities and the splendid little winery in the region. Our driver...

    United States 01/02/2014

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