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Private Excursion to Siena, San Gimignano and Chianti with Wine and Food Tasting

Private Tours
From € 0.00
Select Dates and Travelers


  • Enjoy an experience with locals 
  • Discover two  UNESCO sites : the amazing Siena and San Gimignano
  • Admire the stunning Chianti landscape with all the comfort of a private tour 
  • Have a delicious wine tasting in a boutique winery
From: € 0.00
Duration: 10 hours Approx.
Start Time: 9:00 am
Season: All year round
Meeting Point / Terminal: Pick up at the hotel in Florence if centrally located

Meet your private driver at your hotel for a beautiful excursion through the delightful hills of the Chianti countryside, with an ever-changing scenery of vineyards and olive trees. Upon arrival in Siena, your guide will bring you on a private tour of the old city centre: walking along the small medieval streets, admiring the splendid palaces and Piazza del Campo, one of the most beautiful in the world, where you will find the Palazzo del Comune (exterior). Free time for lunch (not included).
From Siena, your private driver will bring you through a panoramic road where to admire the vineyards and olive groves in the heart of the Chianti territory. Along the way you could also admire the ancient fortified hamlet of Monteriggioni, a small jewel built during the thirteenth century and embraced by its still intact walls. You reach then San Gimignano, another beautiful town, UNESCO , where you‘ll be given free time to visit the medieval town planning with the numerous and beautiful towers hence the name "Manhattan of the Middle Ages".
Left San Gimignano you will reach a typical small-scale production winery located in the heart of the Chianti Classico area. Here, after a short walk in the ancient vineyards (where grapes are still handpicked by the passionate owner), you will visit the suggestive barrique room and taste 4 fantastic wines, sampling also locally produced zero food miles.
On the way back to Florence, you will stop in San Donato in Poggio, an ancient settlement in a fortified castle dating back to the eleventh century, which maintains part of its walls and a stunning Romanesque parish church.
Please note that the order of the visits may change

  • Pick Up and Drop Off at the hotel in Florence if centrally located
  • Pivate Transport by deluxe air-conditioned vehicle with WIFI on board
  • English/Italian speaking driver
  • Private Local professional Guide in Siena at your side for 2 hours 
  • Delicious wine tasting of four wines and typical products in a cozy small-scale production winery
  • Three stops in Siena, San Gimignano and San Donato in Poggio
  • It is recommended that participants wear comfortable shoes
  • The driver is not a licensed guide, he can  provide general introductory information during the car trip. He is not allowed to lead a guided visit inside city center, museums or churches.
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