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Siena & San Gimignano Tour With Chianti Wine Tasting From Florence

Siena & San Gimignano Tour With Chianti Wine Tasting From Florence
Siena & San Gimignano Tour With Chianti Wine Tasting From Florence
Siena & San Gimignano Tour With Chianti Wine Tasting From Florence by

Tour the rustic countryside of Italy. Leave from Florence to see the peaceful towns of Siena & San Gimignano with wine tasting in the Chianti hills

11 Hours
  • Mobile & printed vouchers accepted
  • Free Cancellation


  • Visit Two UNESCO World Heritage Sites
  • Siena: exclusive opening of intimate and secret sights
  • Siena Cathedral Guided Visit (if option selected)
  • Wonderful views of Tuscan rolling hills and Chianti countryside
  • Stop at a typical Winery with tasting of four excellent Chianti wines
  • Picturesque, medieval village famous for its colors and charm


  • Transport
  • Tour escort
  • Local guide in Siena (depending on the option selected)
  • Museum and oratory of a Contrada admission (depending on the option selected)
  • Siena Cathedral Guided Visit (if Cathedral option selected)
  • Wines tasting and local products sampling

  • Optional Gratuities
  • Lunch
  • Local guide (if semi-independent option is selected)
  • Museum and oratory of a Contrada admission (if semi-independent option is selected)

Please Note

  • It is recommended that participants wear comfortable shoes.
  • The English language is always guaranteed for the tours. Local guiding service in Italian, Spanish, French and German is always guaranteed for a minimum of 4 people.
  • CANCELLATION POLICY: There will be no penalty for cancellations of tour or service communicated in writing to Caf Tour & Travel up to 48 hours before departure time of the tour or service. Less than 48 hours before departure time of tour or service 100% of the total price will be due and no reimbursement will be granted. No reimbursement will be granted to any client who is not at the place of departure at the time established; similarly, no reimbursement will be granted to clients who lose contact with the guide or who do not complete the tour.
  • This tour has 2 passenger minimum requirement and is subject to cancellation if this minimum is not met. In the unlikely event of such a cancellation, a refund will be provided or an alternative will be offered
  • Children policy: under 3 years free, from 4 to 12 years 50% discount.
  • Tour departs at 08:30am from Piazzale Montelungo at Gray Line Florence - Caf Tour & Travel yellow Street Sign. Please arrive at the meeting point 15 minutes before
  • This tour does not operate on Dec 25 or Jan 1.
  • Starting from April 2018, a stop in Monteriggioni medieval Hamlet will replace the stop in Greve in Chianti

From US$48

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Siena & San Gimignano Tour With Chianti Wine Tasting From Florence

11 Hours

Price Breakdown:


Along the way that will lead us to Siena, we will stop at San Gimignano, a small and world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here we will be led until the heart of the historical center, where to have free time at disposal for its fascinating discovery.
Upon arrival in Siena, after free time for lunch (not included), we meet the local guide, who takes us on a comprehensive guided tour of the historic center, starting from its most beautiful square, Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point and a pleasant walk through the narrow medieval streets of the city, flanked by splendid palaces and historic shops, until we reach the Museum and Oratory of a Palio’s Contrada (*) (exclusive opening), where we can experience the atmosphere of the authentic and most intimate soul of the town. The “Contrade” (districts into which the city is divided) are the real core of local social life, where inhabitants of each district compete with each other, as they devote themselves to the preparation of the famous Palio horse-race. The Museum of a ”Contrada”, as well as its Oratory, is therefore the heart of the district. It is an intimate and secret place containing historical documents and wonderful relics of the famous Palio, as well as magnificent works of art, which are normally not disclosed to the public. We proceed then to the spectacular Cathedral of the 12 th century, of which we can admire the magnificent architecture and the splendor of the polychrome marbles.
In the afternoon, we will stop at the charming historical hamlet of Monteriggioni, an amazing small medieval village enclosed by its famous walls, which remained standing to this day, free time for inside visit.
Then crossing the gently Chianti rolling hills, we will arrive to a cozy Winery, where taste four fantastic wines and sampling balsamic vinegar and “zero food miles” products , to end this memorable experience in the heart of Tuscany with delicious Tuscan flavors.

Please note that the order of the visits may change

(*) When the Museum and the Oratory of the Contrada are not accessible, will be replaced with another site of particular historic and cultural interest
Verified user reviews powered by
3.8 / 5   overall customer review rating
Mr Michael Gay
Jan 12 2017
loved the tour, great places to visit, very good tour guide guide and bus driver.
Ms jacqueline thornton
Dec 28 2016
a Gray Line customer
Oct 26 2016
Loved the way the tour was conducted. So many places seen, so much history was related by local guide esp in siena. And there was enough free time to have one's own experience of each place. Very good!
Feb 16 2016
Very nice cities and landscape. We hoped for a visit to a vineyard, but this was not included. We did taste local wine and got a poosibility to buy chocolate and sweets.
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