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Day Trip to Siena, San Gimignano and Chianti

This day trip from Florence is the perfect mixture of history, culture and relaxation. You'll be accompanied all day by a private driver, spend time with a top private guide in Siena, stroll through picturesque Chianti and enjoy a wine-tasting in Chianti!

Day Trip to Siena, San Gimignano and Chianti
  • Duration


  • Activity level


  • Starting time

    On Request

  • Typology

    Kid friendly tour

Tour description

Choose our Day Trip to Siena, San Gimignano and Chianti: leave behind the crowded squares and streets of Florence and enjoy a full day tour among the idyllic landscapes of Tuscany. You'll be accompanied all day by a local and knowledgeable private driver in a comfortable vehicle. In Siena we will provide you with an engaging private guide for 3 hours, to make the most out of your visit. You will even get to enjoy a wine-tasting and light lunch in the beautiful Chianti countryside. Soak up some of the region’s most important medieval and renaissance culture with this stress-free day trip.

Our English-speaking private driver will pick you up from your hotel in Florence for an exciting private day trip from Florence to discover two of the most beautiful and picturesque towns in Tuscany: Siena and San Gimignano. You will also stop in the gorgeous countryside area of Chianti, world-famous for its production of wine.

Your first stop of your private day trip will be Siena, where you will meet our local private guide for a 3 hour walking tour of the town. You will visit the beautiful Duomo of Siena and you will learn all about the famous horse race, called the Palio di Siena. Jam-packed with Medieval history, having a private guide by your side will really enhance your visit of Siena. Before leaving the city, you will have time to walk along Siena’s cobblestoned streets and relax.

After your walking tour of Siena you will have built up an appetite! Your private English-speaking driver will take you to the rolling countryside of Chianti. Have you always dreamed of enjoying a wine tasting in Tuscany? You will visit a Chianti winery for an unforgettable wine tasting with a light lunch of local specialities, during our private day trip to Siena, San Gimignano and Chianti.

Finally, with our private driver you will reach San Gimignano, a picturesque village perched on the Tuscan hills and the last stop on this private day trip from Florence.

With its many Medieval towers, San Gimignano is absolutely a must-see. Here you will be free to explore the town and soak up its Medieval culture. You can choose to shop for some gorgeous Tuscan leather- you'll be sure to find that leather purse you’ve always wanted!

If you are looking for a private day trip from Florence that really has it all, our Day Trip to Siena, San Gimignano and Chianti is the answer. A private English-speaking driver for the whole day, a private walking tour and a wine-tasting in Tuscany, what more could you ask for?!

Languages: English

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Important info

Meeting point:

Your hotel in central Florence


  • Siena
  • Chianti winery
Chianti winery
  • San Gimignano San Gimignano

Other info:

DRESS CODE: in order to enter religious sites, such as Churches, every participant must make sure they cover their shoulders and knees.

We also suggest you wear comfortable shoes, as a moderate amount of walking is involved in this tour.

Pleasenote: the order of the sites visited could change.


  • 9 hours private driver
9 hours private driver
  • 3 hours private guide in Siena
3 hours private guide in Siena
  • Wine-tasting with light lunch in Chianti Wine-tasting with light lunch in Chianti

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