Florence to Siena, Monteriggioni, Chianti-Private Tuscany Tour

Private & Custom Tours in Florence

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Tour description provided by Viator

Enjoy a full day of exploring the landscapes and artistic small towns Tuscany offers with this private 10-hour trip to Siena, Monteriggioni, San Gimignano and Castellina in Chianti from Florence. Wine Tasting in the Tuscany countryside included!Visit each city in a self-guided fashion at your leisure, with transportation taken care of.Upgradable with a local private licensed guide.Pick up and drop off will be at your accommodation in Florence.
Start after being picked up from your accommodation in Florence at 8am. A professional English-speaking driver with a private air-conditioned minivan will be with you during the entire day and since the tour is private you’ll be able to customize the itinerary.Wine Tasting in the Tuscany countryside included!If you wish, you have the option to include a local private licensed guide in Siena, Monterigioni and San Gimignano.You can also decide to go for a good lunch (not included) in a local restaurant in one of the towns, and your driver can easily take you there.The stops you’ll be able to make during your tour will be to visit Siena, Monteriggioni, San Gimignao and Castellina in Chianti if time allows.Siena:The historic center of Siena has been declared by UNESCO a World Heritage Site. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year. By walking around the town you’ll be able to enjoy the main attractions from the outside.Monteriggioni:Monteriggioni is a medieval walled town, located on a natural hillock, built in 1214–19. During the conflicts between Siena and Florence in the Middle Ages, the city was strategically placed as a defensive fortification. It also withstood many attacks from both the Florentines and the forces of the Bishop of Volterra.San Gimignano:San Gimignano is one of Tuscany’s prettiest and most famous small medieval hilltop towns. With a name that translates as the ‘Town of Fine Towers,’ it’s best known for its well-preserved medieval towers and encircling walls, which give it an unmistakable skyline. Inside the walls, its impressive buildings include notable examples of Romanesque and Gothic architecture.Castellina in Chianti:Before your return to Florence, travel through the Chianti region to check out Castellina. The quaint Etruscan village is home to a fortress that dates back to the 15th century.  At the end of the tour the driver will take you back to your accommodation in Florence.

What’s included

  • Hotel pickup and drop-off
  • Wine Tasting
  • Private tour
  • Local licensed guide (if option selected)
  • Professional English-speaking Driver
  • Transport by private, air-conditioned minivan
  • All taxes, fees and handling charges

What’s not included

  • Lunch
  • Food and drinks
  • Gratuities


  • Instant Confirmation
  • All taxes, fuel surcharges and service fees included
  • Private tour is operated with just your party and a guide/driver
  • Private guide for a more personalized experience
  • Get inside tips from a local