15 San Gimignano Tours in Italy to Build a Day Around

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

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

Review of a Tuscany day trip from Florence to Siena, San Gimignano, Pisa, and a Chianti winery lunch with wine tasting.

“Great day trip, would definitely recommend. So much was crammed into the day. Requires a little bit of walking, nothing too strenuous. Great value for money. Annalise the tour guide in Siena was brilliant. Our walkabout tour guide “Ginni” was extremely friendly and informative. Coach driver “Emi” was also great. Great itenary to ensure so much is included but never felt rushed.”

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

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

Compare Pisa, Siena, San Gimignano, Chianti wine, lunch, and logistics on this full-day Tuscany trip from Florence.

“Excellent day trip guided tour! Well planned, organized, explained, and executed. I highly recommend this tour!!!”

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

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

See Pisa, San Gimignano, Siena, and Chianti in one day with transport, optional wine lunch, local guides, and free time.

“The trip was absolutely wonderful. Everything exceeded our expectations, the places we visited were beautiful, the atmosphere was amazing, and we truly enjoyed every moment. It was an experience we will remember fondly!!”

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

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

See Siena, San Gimignano, and Pisa from Florence with a Tuscan winery lunch, wine pairing, guided walks, and free time.

“My husband and I really enjoyed the day trip. We loved that we got to experience another part of Italy during our vacation. Highly recommended!”

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

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

Review of a 12-hour Tuscany tour from Florence to Siena, San Gimignano, Pisa, and a Chianti winery lunch for $112.

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

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

Review of a Florence day trip to San Gimignano, Siena, Monteriggioni and Chianti, with coach travel, winery lunch, wine tasting and practical tips.

“Sandro was great as our guide for all our destinations today! Highly recommend and lucky to get him!”

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7.San Gimignano, Siena, and Chianti Wine Tour

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

See Siena, Chianti, and San Gimignano from Florence with wine, Tuscan lunch, free time, and a multilingual guide in nine hours.

“Marco was an amazing guide ! We learned and saw a lot of things thanks to this tour. We highly recommend it.”

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8.Siena, San Gimignano & Monteriggioni with Tasting

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

Explore Siena, San Gimignano, Monteriggioni, and Chianti wine country on an affordable, full-day coach tour from Florence.

“We enjoyed this day trip. Saw so much and learned a lot about the towns we visited. such beautiful scenery. Our guide was great. We ate a lot and laughed a lot. The wine tasting was wonderful.”

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

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

Review of the Florence to Siena, San Gimignano and Chianti wine tour, with itinerary details, costs, group size, tips and honest advice.

“Great trip. We were a lot (double decker bus). Siena was great. Had to hurry if you do cathedral inside and panoramic view. Wine was fun. And San Gimignano was cute. Siena def was the highlight. Probably would have skipped the first stop to have more time at the other stops.”

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

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

Review of a 12-hour Tuscany day trip from Florence to Siena, San Gimignano, Pisa, and Chianti with lunch and four wine tastings.

“I signed up for English speaking but the tour was combined with Spanish speakers. I find people on the bus are rude (talking)while the tour guide speaks the other language. I think because the guide needs to speak in two languages, they cut short the information given. Also 50 people is too many for a tour that contains a lot of walking. Speaking of that, we spent about 20 minutes each way in each stop walking from to/from parking to tour beginning. That’s 2 hrs wasted! Tour guides need to speak slower while speaking in other languages.”

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

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

Review of a Siena and San Gimignano day trip from Florence, with guided walks, winery lunch, wine tasting, transport, value, and practical tips.

“This tour experience was exceptional! It was well organized with a kind, informative guide, Lorenzo, who truly has a passion for Florence. Our tour bus driver also supported us well and got us to our different destinations with no issues.”

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

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

Review of the $71 Florence day trip to San Gimignano and Siena, with free time, Chianti views, transport, tips, and honest drawbacks.

“An outstanding tour experience. The guide was extremely kind, professional, and highly knowledgeable, providing clear and engaging explanations throughout. The timing at each location was perfectly planned, allowing us to fully enjoy every stop without feeling rushed. The driver was very skilled and made the journey comfortable and safe. Overall, a wonderful experience that I would highly recommend.”

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

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

Review of Florence’s 12-hour Tuscany day trip to Pisa, San Gimignano, Siena, and a Chianti winery lunch with wine tasting.

“They over booked the tour and we end up not going That ruined all of our plans The operator tour offered us a free half day tour instead of the one we booked but at the end they refunded me only partial of my previous booking because we did the half day tour I’m not happy at all”

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14.Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

★★★★★★★★★★5.0 · 1,007 reviews · 7 hours (approx.) · from $229

Review of Tuscany Wine Tour from Florence with two wineries, eight wines, olive oil, balsamic vinegar, and free time in San Gimignano.

“An amazing experience tasting 9 to 12 different wines in one day… The two stops were spectacular plus all the breathtaking views and our host was amazing. Very prompt on time and professional.. highly recommend!!!”

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15.Chianti Wineries Tour with Tuscan Lunch and San Gimignano

★★★★★★★★★★5.0 · 793 reviews · 8 hours (approx.) · from $229

Taste Chianti wines, enjoy a Tuscan lunch, wander San Gimignano, and take in Florence views on this relaxed small-group day tour.

“Good day out with Lorenzo, seemed to be well planned and was thoroughly enjoyable, both wineries were a bit different but very enjoyable. Stopped to look over Florence from above at the Piazza Michelanglo before heading into the hills of Chianti. 1st winery was a smaller winery with a wonderful view from the tasting area, got to meet the winemaker, bruschetta from the garden and local cheese and olive oil from the property. The wine was very nice, with some smaller lot unique wines of the property, the wine was a good quality and unique, unfortunately the wine for sale was quite overpriced within the tasting arena, like 4x-7x normal,…”

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