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Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour 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 $73.20
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
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Tour in English and SpanishMost Popular
Siena, San Gimignano, Monteriggioni & Chianti full day tour
From $73.20
Tour in Portuguese
A full day tour from Florence to Siena, San Gimignano, Monteriggioni & Chianti wine tasting
From $73.20
Tour in Italian
A full day tour from Florence to Siena, San Gimignano, Monteriggioni & Chianti wine tasting
From $73.20
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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.

Reviews (271)
1 - 5 of 59 reviews
Reviewed 3 weeks ago
Duomo Siena a must but not enough time given to appreciate

Pick up point a bit confusing as the meeting at a named cafe did not advertise its name for everyone to see, however coach was comfortable. San Gimignano and Monteriggioni although charming are very touristy, we were given free time to look round no guides...More

1  Thank Mokryna
Reviewed 3 weeks ago via mobile
Amazing and worth every penny.

Did this trip today and it was fantastic. We booked our trip at the tourist information office who kindly marked where the pick up point was clearly on a map. Its busy at the time when everyone is checking in on the morning of departure...More

2  Thank tjc334
Reviewed 4 weeks ago
Lovely and informative Tour

We did a tour to Siena, San Gimignano, Monteriggioni und Chianti starting in Florence. Our tour guide Alfonso gave us a lot of information about all of our stopps. He was very kind and did a very good job at keeping the group together. We...More

2  Thank Carolin J
Reviewed October 6, 2018
Great intro to Chianti region

Great day trip from Florence if you have extra time. Fast paced tour so not intended for those whose want to leisurely stroll the towns. We left the meeting point at the station VERY late which was a negative (very hectic as well because more...More

1  Thank S D
Reviewed October 4, 2018
iena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

We had a fabulous guide named Constantino with Pepe as the driver. Constantino did a wonderful job providing information about each town before we arrived. He also made sure we stayed on time to be able to spend as much time as possible at each...More

Thank ND84659
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Questions & Answers
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September 6, 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
June 19, 2018|
Response from Prima D | Reviewed this property |
almost 8pm