1. Italy
  2. Tuscany
  3. Florence
  4. Palazzo Pubblico

From Florence: Siena, San Gimignano & Monteriggioni Tour

Product ID: 17166
Enjoy an unforgettable day in Tuscany! Visit the charming medieval towns of Siena, San Gimignano and Monteriggioni and discover the beauty of the Chianti countryside landscape. This tour features delicious local wines and a tasty lunch.
About this activity
Duration: 11 hours
Starting time 8:45 AM
Printed or mobile voucher accepted
Instant confirmation
Host or greeter
English, German, French, Portuguese, Italian, Spanish
Free cancellation up to 24 hours before activity starts

Select participants, date and language:



  • Visit San Gimignano, a UNESCO World Heritage Site
  • Discover the views in Monteriggioni, a dazzling hilltop town
  • Enjoy a local lunch followed by a tasting of traditional pastries
  • Wine tasting is provided in a farmhouse located in the heart of Chianti
Full description
Visit three medieval towns and the Chianti area in one day on this tour.

First, you will cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT Coach. You will arrive at San Gimignano, a medieval town declared a World Heritage Site by UNESCO. San Gimignano is famous for its white wine, the world-renowned Vernaccia, and its skyscrapers! Take time to wind your way through the narrow streets and admire the landscape.

Your tour will make its second stop in Siena. Here you will find the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of Gothic civic architecture. You can also visit the magnificent Palazzo Pubblico with its Torre del Mangia.

Continuing south, the tour will make a stop in Monteriggioni, where the medieval city walls remain intact. The main piazza, the Piazza Roma, is the perfect place to savor the history of the town and relive the atmosphere of olden times - while enjoying a well-earned ice-cream!

Finally, the tour heads to the Chianti area, where you will enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate where you can taste fine Chianti red wine along with homemade snacks.
  • Round-trip ransportation in a GT Coach fitted with sound amplifying system, air-conditioning and all modern conveniences
  • Expert multilingual escort
  • Free time in Siena, San Gimignano, and Monteriggioni
  • Visit to a famous estate with tour of the wine cellars and sampling of wines, oil and balsamic vinegar
  • Snack with sliced cold meats and typical salami
  • Possibility of buying wine, oil, balsamic vinegar, cheese and aromatic herbs from the estate at advantageous prices
  • Pickup on request (depending on agency availability)
  • Lunch
Not suitable for
  • Wheelchair users

Prepare for the activity

Meeting point

Piazzale Montelungo - bus terminal, next to Santa Maria Novella train station. Look for staff wearing a fuchsia ciaoflorence jacket.

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Important information
What to bring
  • Comfortable shoes
Not allowed
  • Pets
  • Luggage or large bags
Know before you go
• Please note that this tour is conducted in multiple languages at the same time
Customer reviews

Overall rating

4.4 / 5

based on 410 reviews

Review summary

  • Service
    4.4 / 5
  • Organization
    4.3 / 5
  • Value for money
    4.3 / 5
  • Safety
    4.7 / 5
Sort by

This experience was amazing! We got enough time to explore on our own a bit, not a lot but enough to leave us wanting more. Honestly, we chose this tour because my husband really wanted to see Monteriggioni (Assassin's Creed) and this was one of our favorite parts of our trip. It was low season so our tour was half English/half Spanish but Elena (or Helen) did amazing making sure everyone knew what was going on. For lunch, Gluten-free accommodations due to an allergy were made with no issue! Beautiful tour!

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14 February 2020

It was an intense day, and very interesting. The very nice guide, although a script should be prepared because sometimes it was noticed that improvising worked and repeated information. They should also leave more free time in Siena, because if you enter the cathedral as they recommend, it doesn't give you time for anything else. Maybe they could put the food a little later, or leave half an hour longer after this. You could almost do without wine tasting, since it is nothing special ...

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14 January 2020

The meeting point is not so easy to find, it was raining a lot and getting there only one person available to check in all the people. The cities are beautiful, enough time for a quick visit. The restaurant where we had lunch is very simple, reasonable food, without charm. The tasting was interesting, but the prices of the products offered are expensive. Not worth it.

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1 December 2019

Organized by

Ciaoflorence Tours & Travel

Product ID: 17166