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Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti

Flexibele duur
Inclusief maaltijden

Journey into the heart of the culturally rich region of Tuscany in Italy. Get an opportunity to taste four excellent wines in a beautiful winery across the rolling Chianti Hills. Explore magnificent locations in Siena like the Palazzo Pubblico, the Cathedral of Siena, Monteriggioni.


  • Visit the picturesque hilltop village of San Gimignano on the road to Siena.
  • Walkthrough the city of Siena with an experienced local guide who will tell you compelling facts about the city and its various attractions.
  • Enjoy a delicious lunch in a typical winery immersed in the Tuscan countryside
  • Sample up to four different wines and balsamic vinegar in a winery.


  • Luxury coach transport
  • Multilingual tour escort
  • Professional local guide in Siena (optional)
  • Siena Cathedral Guided Visit (if Cathedral option selected)
  • Typical lunch with wine tastings


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why you shouldn’t miss this

As Italy’s most-frequented province, there is little doubt that Siena is amongst the country’s most beautiful locations. Located in the Tuscany region, Siena is known primarily for its diverse range of historical monuments from the medieval period. Romanesque and Gothic monuments dot the landscape.

San Gimignano, famously known as the Town of Fine Towers, is one of the first attractions on the itinerary. With numerous churches like the Collegiate Church and the Church of Sant'agostino, this gorgeous walled town embodies the true essence of medieval Europe.

The Piazza del Campo is one of the most amazing medieval squares in the country. The Palio di Siena horse race is organized in this square twice a year annually. Monteriggioni is another medieval village that is no less beautiful than San Gimignano. The Chianti area, widely acclaimed for its fine wineries and delightful green hills, is the final stop on this tour.

your experience

Your tour will begin at the town of San Gimignano. You can take some pictures of the charming sights here and the skyline. You will have some free time to look around and have lunch in the afternoon. Your local guide will then take you to the Palazzo Pubblico in the Piazza del Campo square. You can enjoy a relaxing walk through the narrow medieval streets of Siena and marvel at the buildings all around you that seem to be frozen in a different era. You will then proceed to admire the magnificent Cathedral of Siena that was built all the way back in the 12th Century. This visit depends on the option you select at the time of booking.

The village of Monteriggioni is next on the itinerary. Bask in the rustic atmosphere of the small hamlet. End your tour with an exquisite Tuscan wine tasting session in a cozy winery close to the rolling hills of the Chianti region. You can sample four unique wines, balsamic vinegar and ‘zero food miles’ products, all of which are authentic Tuscan delicacies.

know before you go


  • The tour begins at 8am and is available year-round.
  • Check-in: 15 mins before departure.


This tour lasts for 11 hours.

Reduced Price Tickets

Under 3 years free. Discounted rates for children aged 4-12.

Guide Languages

English, Spanish, and French

Variant Information

  • Semi-Independent

This will include transfers, a multilingual tour escort,s and a typical lunch.

  • Guided Tour

This includes transfers, a guided visit to Siena, and a typical lunch.

  • Guided Tour + Entrance to Siena Cathedral

This includes transfers, a guided visit to Siena, the entrance to the Siena Cathedral, and typical lunch.

Important Information

  • It is recommended that participants wear comfortable shoes.
  • 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
  • This tour does not operate on December 25th and January 1st.
  • Note: From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
  • From Nov to Mar, the guided tour is available in both English and Spanish.
  • From Apr to Ooc, the guided tour will be monolingual and will be available in English and Spanish, depending on the option selected.

mijn kaartjes

  • Your voucher will be emailed to you instantly.
  • Display the voucher on your mobile phone with a valid photo ID at the meeting point.
  • Please arrive at the meeting point 15 minutes before the scheduled time of your visit to avoid any delays.

Meeting Point

  • Meet your guide at Piazzale Montelungo.
  • Address: Florence, Metropolitan City of Florence, Italy.
  • Your guide will be n assistant will wait for you wearing blue clothing with Caf and Garyline logos.

Get Directions to the Meeting Point

Getting There

By Bus

  • The closest bus stop is Firenze. It is a quick 1-minute walk to the meeting point.
  • Board bus SAPS (Italia-Germania) to get you there.

By Tram

  • The closest tram stop is Valfonda - Stazione Santa Maria Novella. It is a quick 8-minute walk to the meeting point.
  • Board tram T1.3 to get you there.
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