The 15 Best San Gimignano Tours from Florence

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and the guided walk: the part that pays off

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Florence day trip to Siena, San Gimignano and Pisa, plus Chianti winery lunch and tasting. Guided history, free time, optional tower climb.

“The day was great! Our tour guide was absolutely amazing! He even helped me find my phone when it went missing! The tour is perfectly described on the Viator app as to what you will do for the day. Personally all in our group said if we did it again we wouldn’t go to Pisa and would have really wanted to stay longer in the other two towns. The wine tasting and lunch is an absolute must!!”

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

2.Pisa, Siena and San Gimignano Day Trip with Lunch

★★★★★★★★★★4.6 · 9,771 reviews · 12 - 12.5 hours · from $58

Florence day trip to Pisa, Siena, and San Gimignano with Chianti winery lunch and tasting. Guided sights, free time in each town.

“Our guide was excellent. Luca made sure to connect with everyone. I was interested in the art but also the history. Luca, was available to answer questions as we walked to the site. i would request him.”

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Florence: Pisa, Siena, San Gimignano, and Chianti Experience

3.Pisa, Siena, San Gimignano, and Chianti Experience

★★★★★★★★★★4.5 · 8,393 reviews · 12 hours · from $52

One 12-hour Tuscany day trip from Florence with Pisa, San Gimignano, Siena and Chianti, plus optional lunch, wine, and Leaning Tower tickets.

“Our guide Hillary was very knowledgable and provided excellent explanations of the places that we visited including their history and some curiosities as well as some recommendations of places to visit and traditional food to taste. The tour was very well organised and allow us to have a good insight into the region. Our bus driver Salvatore was also really nice and we appreciate his contribution to the success of the tour. I would recommend this tour to anyone visiting Firenze.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

4.Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Florence to Siena, San Gimignano, and Pisa in one long day with a Tuscan lunch and wine pairing. Towers, Duomo, Leaning Tower photos.

“What a great day! Sienna cathedral is stunning - a must visit. The wine pairing was very entertaining and good fun and the meal was tasty. San Gimignano was beautiful and I would really recommend going up the tower for some stunning views. The leaning tower of Pisa speaks for itself. The organisation of a big group was well managed and the tour guides were exceptional, keeping everyone updated in English and Spanish. All in all a great day.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

5.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Florence day trip to Siena, San Gimignano, and Pisa with a Chianti winery lunch and wine tasting, plus time to wander and photos.

“Mirella was an excellent guide! She has a wealth of knowledge while being super helpful and friendly. The places we visited were beautiful and the experience got even better thank to Milly!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

6.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

San Gimignano, Monteriggioni, Chianti winery lunch and wine tasting, plus Siena with optional cathedral access, all by coach from Florence.

“We had a day trip to San Gimignano and Siena. The tour was amazing and well-managed. All thanks to Alessandra and Enrico. The lunch and wine tasting experience were good. The guided visit to Siena was merged with another language, thus, making it difficult to understand.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

7.Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

Florence to Pisa, San Gimignano, Siena and Chianti hills in one guided day, with optional lunch and wine pairing included.

“I highly recommend this tour! Everything was perfectly organized from start to finish. The bus was comfortable, and the scenery along the way was absolutely stunning. The guides were friendly, attentive to every detail, and provided excellent explanations in both English and Spanish. The places we visited were beautiful and full of charm. If you choose the option with lunch included, you’ll enjoy a delightful meal at a lovely restaurant, complete with a small wine tasting. Every stop was worth it. A truly unforgettable experience. I would definitely do it again without hesitation!”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour

8.San Gimignano, Siena, and Chianti Wine Tour

★★★★★★★★★★4.5 · 3,762 reviews · from $164

A 9-hour small-group Tuscany tour from Florence, mixing Siena, San Gimignano, and Chianti with lunch and five wine tastings.

“Our guide (I believe it was Emma) was incredibly lovely, funny and had lots of knowledge of Siena especially since it’s her hometown. The bus was comfy and seemed brand new, air conditioning was a relief too! The trip is very long, so I think the last stop was tough since it was nearly two hours, could’ve done just an hour I think.”

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Florence: Siena, San Gimignano & Monteriggioni with Tasting

9.Siena, San Gimignano & Monteriggioni with Tasting

★★★★★★★★★★4.6 · 3,218 reviews · 11 hours · from $46Best value

Full-day Tuscany trip from Florence to Siena, San Gimignano and Monteriggioni, with Chianti tastings, snacks, and guided sightseeing.

“A jam packed day in Tuscany. Well organized and great value for all the sights plus wine tasting. Roberto was excellent”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence

10.Siena, San Gimignano and Chianti Wines Day Tour from Florence

★★★★★★★★★★4.5 · 2,542 reviews · 10 hours 30 minutes (approx.) · from $78

See Siena and San Gimignano plus Monteriggioni and Chianti wine tasting on a 10.5-hour coach tour from Florence.

“Lovely full day of activities. Fun for families as you are driven by bus. However the private bus cannot stop at locations close to the old city gates so there is a large amount of walking up steep hills to get to town entrances. A public bus takes you right to the city entrances but you would need acfew days to do what we did in one full day of nearly 12 hours. A few incidents delayed our departure from locations so this is really a 12 hour tour. Fun, exciting with Joe our super tour guide!”

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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

11.S. Gimignano, Siena, Chianti & Wine Tasting Lunch

★★★★★★★★★★4.6 · 2,427 reviews · from $89

Florence to San Gimignano and Siena with a Chianti winery lunch and 3-wine tasting, plus optional Siena Cathedral tickets.

“We had a lovely time our tour. Martha and Enrico were great! For an all day tour, you do not feel like you’re on the bus for too long between destinations. Our tour leader gave us recommendations of what to do in our free time including activities and food/drink to try before we arrived. Be aware that if it is off season, many things are closed or may open later but you can always find somewhere to eat or drink and it’s nice to walk around when it’s quieter. Our guide Marco at the winery was fun. Lunch was a plate of cold meats, bread and a pasta. Dessert was…”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

12.Day Trip to Pisa, Siena, San Gimignano, and Chianti

★★★★★★★★★★5.0 · 2,283 reviews · 12 hours (approx.) · from $78

Florence day trip to Pisa, Siena and San Gimignano with Chianti views. Winery lunch includes tasting of 4 wines and guided touring.

“It was well organised, on time and very interesting. Christiana and Ellis were excellent ambassadors for your company. We really enjoyed every aspect.”

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Siena and San Gimignano: Small-Group Tour with Lunch from Florence

13.Siena and San Gimignano: Small-Group Tour with Lunch from Florence

★★★★★★★★★★5.0 · 1,675 reviews · 10 hours (approx.) · from $180

Small-group day trip from Florence to Siena and San Gimignano, with guided highlights, free time for towers and gelato, plus a Tuscan winery lunch.

“This tour was way better than expected! Our guide Lorenzo and driver Gianluca were very attentive, friendly and knowledgeable. The wine tasting portion was in a beautiful vineyard with wonderful light lunch. Siena and San Gimignano are like fairytale places in real life. Definitely recommend it!”

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Florence: Day Trip with Free Time in San Gimignano and Siena

14.Day Trip with Free Time in San Gimignano and Siena

★★★★★★★★★★4.7 · 1,624 reviews · 9 hours · from $71

Florence day trip by comfortable coach with free time in San Gimignano and Siena, plus a tour leader and audio guidance.

“Perfect for those who just need transportation and want to sightsee on their own. Sara was very nice and provided great orientation and suggested sights. Bus legroom was a little tight for tall people but manageable for the rides.”

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Florence Day Trip: Pisa, San Gimignano and Siena with Lunch

15.Florence Day Trip: Pisa, San Gimignano and Siena with Lunch

★★★★★★★★★★4.5 · 1,108 reviews · 12 hours 15 minutes (approx.) · from $59

Florence day trip to Pisa, San Gimignano and Siena, with guided cathedral visit and optional Chianti lunch and wine tasting.

“The stops around Tuscany were amazing. However, visiting Pisa was a disappointment, as it added an hour 1/2 travel time, just to take a few photos with the tower.”

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