We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Siena, San Gimignano, Chianti Wine Tasting from Florence

  • Take a stress-free day trip to see Tuscany's highlights from Florence
  • Escape the city, and enjoy the region's beautiful countryside 
  • Travel between Siena, Monteriggioni, and San Gimignano with ease
Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence
From US$75.42
Check Availability
  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
Tour in English and SpanishMost Popular
Siena, San Gimignano, Monteriggioni & Chianti full day tour
Tour in Portuguese
A full day tour from Florence to Siena, San Gimignano, Monteriggioni & Chianti wine tasting
Tour in French
A full day tour from Florence to Siena, San Gimignano, Monteriggioni & Chianti wine tasting
Show 2 more
Sit back, relax, and let a guide transport you to medieval towns and rolling vineyards on a stress-free day trip from Florence. Travel with ease between the dispersed highlights of Tuscany, stopping at Siena, Monteriggioni, and San Gimignano before tasting world-famous wine in the Chianti region. All samples and entrance fees are included on this guided tour, which provides a comprehensive introduction for first-time visitors.
What to Expect

Following departure from a designated meeting point in Florence, head toward the medieval town of Monteriggioni, a ring-shaped citadel built in 1203.  

After ticking off Monteriggioni’s historic highlights, continue to Siena for a guided walking tour, during which you can enter the world-famous Siena Cathedral (Il Duomo).

Enjoy free time to purchase lunch before you proceed to San Gimignano, a UNESCO World Heritage Site and home of the renowned Vernaccia wine. Following ample free time to explore, your tour culminates with a wine-tasting session in Chianti.

Please note, from April 1, 2018, the entrance to Siena Cathedral will not be included. Instead, the tour package will include a light lunch in a restaurant in Siena, tied together with a pastry-tasting session.

Write a ReviewReviews (254)

1 - 5 of 48 reviews

Reviewed today

Cosetino was a fantastic guide. Enjoyed the day immensely! Lots of great information and recommendations.

Thank cb961
Reviewed today via mobile
A wonderful day

It was an enjoyable day, San Gimignano was wonderful with all the medieval flavor. The guide Costantino was informative and he was funny too which added to the enjoyment of the trip.

2  Thank Ashraf E
Reviewed yesterday
Great tour if you don't want to rent-a-car

We really enjoyed this trip. Of course if you have a car and explore the place by yourself it is better. But the bus tour was very well organized. The places we visited and the wine tasting were amazing. Yes, the groups are big, but...More

Thank Maria A
Reviewed 3 days ago
A great full day with knowledgeable and friendly guides!

Such a wonderful day they provided for us. I bet the authentic meal was worth half the cost of the adventure! Our guide was very professional, friendly and nice! Thanks

Thank 3auzzidogs
Reviewed 1 week ago via mobile
A trip where you don't have to think

Came to Florence for a 4 day trip and did the sights of the city but wanted to experience something a little different, something outside the city. This is an excellent tour as a "tasting menu" of these areas. We visited the area enough to...More

1  Thank Roxana25
Questions & Answers
Ask a question
7 September 2018|
AnswerShow all 3 answers
Response from Joshua F | Reviewed this property |
Hi! There is a bit of bus travel in a comfortable bus, but not a lot of walking. Although there is a short guided tour in Siena, you can choose to go out on your own. We really enjoyed the winery event at the end...a very... More
19 June 2018|
Response from Prima D | Reviewed this property |
almost 8pm