Florence · SAN GIMIGNANO DAY TRIPS

The 15 Best San Gimignano Day Trips from Florence

120 tours  ·  from $46 a head

Fourteen tower houses survive out of seventy-two, and the Vernaccia is poured in the square beneath them. The 15 below compare the half-days with the full Tuscan circuits, priced and timed.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and its remarkable marble floor
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips, Wine Tours

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

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 full-day Tuscany tour from Florence, visiting Siena, San Gimignano, Pisa, and a Chianti winery lunch.

“We had so much fun! Alex and Sergio were amazing. The fun facts throughout the tour from Alex were informative. I fell in love with Italy even more than I already have. Definitely recommend this tour.”

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Siena and Piazza del Campo
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews

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

See Pisa, Siena, and San Gimignano in one long Tuscan day, with a Chianti winery lunch, wine tasting, and optional English tours.

“This trip is a great value. So much so that I was concerned it couldn’t possible meet the expectation. However, the day was fantastic. Our guide Val was so informative and funny and helpful! The bus was so clean and so comfortable. You can leave your belongings on the bus, so bringing an umbrella or extra layers just in case weather changes was perfectly fine. We did not know ahead of time, but there is no eating or drinking on the bus and we did have plans for that, however, not a big deal. Each spot was so fun and so informative, and overall the day covered so much ground.…”

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Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Meeting at Santa Maria Novella
Chianti Wine Tours, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews

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

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena, Piazza del Campo, and the striped cathedral
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

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

See Siena, San Gimignano, Pisa, and a Tuscan winery in one long day from Florence, with coach travel, lunch, and wine pairing options.

“Fabulous tour with guide Simone and Roberto. This was the best part of our trip. Thankful to see Pisa, Siena and San Gemignano was spectacular and the wine tasting with luncheon was very memorable.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena: Gothic Stone and the Piazza del Campo
Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

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

See Siena, San Gimignano, Pisa, and Chianti on a full-day Florence tour with a winery lunch, wine tasting, and expert guides.

“It was great and perfect. Tour guide was super good, fun and friendly. Making everyone feel welcome and the tour enjoyable! 1000% to join this tour!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: towers, alleys, and a tight timetable
Chianti Wine Tours, Day Trips from Florence, Lunch Experiences, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Wine Tours

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

Explore San Gimignano, Siena, Monteriggioni, and Chianti from Florence with a winery lunch, three wines, and free time.

“Guide Alejandra was knowledgeable and give us the information in English and Spanish. The three medieval towns were charming and worth visiting as well as the family owned winery and olive oil producers. The Tuscan meal was simple (typical) and good. The family vineyard owners were charming and friendly so we had a lovely time. Their gift shop was good and we were lucky to have just been able to buy the new production of extra virgin olive oils for 2025 which were available just this week!!! Their dessert wine was delicious so we bought a bottle. All in all it was a fun experience. We did have an issue…”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - Siena and the space around Piazza del Campo
Chianti Wine Tours, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tours, Wine Tours

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

7.San Gimignano, Siena, and Chianti Wine Tour

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

See Siena, Chianti, and San Gimignano in one full day from Florence, with five wine tastings, a Tuscan lunch, and free time in medieval towns.

“We had an incredible adventure through Chianti and surrounding towns. Marco was an excellent guide who is very knowledgeable of Tuscan and Italian history. San Gimingnano was the highlight filled with delicious treats and sights of the picturesque rolling hills.”

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Florence: Siena, San Gimignano & Monteriggioni with Tasting - Siena’s Piazza del Campo and the Palio Tradition
San Gimignano Day Trips, Siena Day Trips, Tour Reviews

Florence: Siena, San Gimignano & Monteriggioni with Tasting

8.Siena, San Gimignano & Monteriggioni with Tasting

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

See Siena, San Gimignano, Monteriggioni, and a Chianti estate in one well-organized day trip from Florence for $46.

“The tour was absolutely amazing! Loved every minute of it. Federico and Patroclaw (sorry if that’s not the correct spelling) were phenomenal. The only thing that bummed me out was that it got dark too fast in San Gimignano, but that’s no one’s fault, just that time of year. Highly recommend!”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - Meeting the coach near Santa Maria Novella
Chianti Wine Tours, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tours, Wine Tours

Siena, San Gimignano and Chianti Wines Day Tour from Florence

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 a full-day Tuscany tour from Florence to Siena, San Gimignano, Monteriggioni, and a Chianti wine estate.

“Beautiful countryside and interesting places to see. The reason rating not higher was it combined 3 languages on same tour Made it complicated. Winery was a commercial operation. Hoped the wine tasting to be overlooking the Tuscan hills”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Reaching Pisa and the Field of Miracles
Chianti Wine Tours, Day Trips from Florence, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tuscany Day Trips

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

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

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

See Pisa, Siena, San Gimignano, and Chianti in one long, food-filled day from Florence, with a Siena guide, cathedral visit, lunch, and wine tasting.

“Our tour guide , Fabiana, was absolutely amazing. I travel with two elderly parents and she was more than accomodating and helped us stay with the group. The views and different tours were amazing and fun.”

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Siena and San Gimignano: Small-Group Tour with Lunch from Florence - Siena begins with Piazza del Campo
Lunch Experiences, San Gimignano Day Trips, Siena Day Trips, Tour Reviews, Tours

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

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

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

Explore Siena, San Gimignano, and a Tuscan winery on a 10-hour small-group day trip from Florence, with lunch, wine, and free time.

“Even though the other guests did not turn up Francesco our driver/guide and Lorenzo our guide for Siena happily treated us to a private tour full of fun and key facts about the locations we visited and the people living there; a thoroughly pleasant experience.”

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Florence: Day Trip with Free Time in San Gimignano and Siena - Meeting in Florence without a morning scramble
Day Trips from Florence, San Gimignano Day Trips, Siena Day Trips, Tour Reviews

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

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

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

See San Gimignano and Siena from Florence with comfortable transport, free time, local tips, and a multilingual tour leader for $71.

“The tour was organized well and Sara, our guide and Giovanni, our driver gave a good day trip to San Gimignano and Siena. Sara provided information of each location before arrival and a WhatsApp message containing the audioguide, places to visit and map of the meeting point, which I appreciate since Siena is big and one can get lost or walk too far. I especially loved San Gimignano and the artisan work there and appreciated the time allocated in both locations.”

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Florence Day Trip: Pisa, San Gimignano and Siena with Lunch - San Gimignano and its medieval towers
Day Trips from Florence, Lunch Experiences, Pisa Day Trips, San Gimignano Day Trips, Siena Day Trips, Tour Reviews

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

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

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

See Pisa, San Gimignano, and Siena from Florence in one long Tuscan day, with coach transport, winery lunch, wine tasting, and Siena Cathedral.

“The tour was amazing! The tour guides Marco, Raffi and Michelle were friendly, knowledgeable and helpful. They went out of their way to make sure everyone was enjoying themselves. They even went over and able their job to help us after my husband dislocated his shoulder in Pisa. They were compassionate patient and helpful. Thank you so much for caring and helping us get to the hospital!”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - First winery: food, conversation, and a generous tasting
San Gimignano Day Trips, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

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

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

Taste eight Tuscan wines at two wineries, sample olive oil and balsamic, and explore San Gimignano on a full-day trip from Florence.

“We had the best time on this tour. Our guide Giovanni was very knowledgeable about the wine and provided us with great history of Tuscany and the wines made here. All the wines we tasted were great.”

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Chianti Wineries Tour with Tuscan Lunch and San Gimignano - San Gimignano in 90 minutes
Chianti Wine Tours, Lunch Experiences, San Gimignano Day Trips, Tour Reviews, Tours

Chianti Wineries Tour with Tuscan Lunch and San Gimignano

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