Siena & San Gimignano Day Trips


FLORENCE · ITALY

15 Best Siena & San Gimignano Day Trips In Florence

The best of Florence and Tuscany.

The 15 most popular siena & san gimignano day trips in Florence. The ones worth booking ahead for, with what each costs, how long it runs and who operates it.

15 Best Siena & San Gimignano Day Trips In Florence

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena with a guided city walk: Cathedral floor, contrade culture, and Piazza del Campo
1-Day Tours, Chianti Wine Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews, Tuscany Day Trips, Wine Tours

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

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

A full-day coach tour from Florence covering Siena, San Gimignano, Pisa, and Chianti winery lunch with wine tasting options.

Most Popular★ 5.0

“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.”

21,634 reviews11 to 12 hours (approx.)From $114.88by Walkabout Florence Tours

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - The Coach Day: What the Timing Really Means for Your Comfort
1-Day Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews

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

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

A long-but-smart Tuscany day trip from Florence covering Pisa, Siena, San Gimignano, plus a Chianti winery lunch and wine tasting.

★ 4.6

“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…”

9,771 reviews12 - 12.5 hoursFrom $58by My Tour in Italy

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Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Starting at Santa Maria Novella: The Meeting Point That Matters
Chianti Wine Tours, Florence, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews

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

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Starting in Florence: Piazzale Montelungo at 7:30 am
1-Day Tours, Chianti Wine Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews, Wine Tours

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

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena’s Duomo and Piazza del Campo: where the medieval vibe clicks
Chianti Wine Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews, Wine Tours

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

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

A full-day Tuscany trip from Florence with guided Siena, free time in San Gimignano, Pisa highlights, and optional Chianti lunch and wine tasting.

★ 4.8

“Without a doubt, it was a great tour. We loved it so much! Alessandro was enthusiastic, charismatic, and much more. He goes above and beyond to deliver us a good time. And Ali on the steering wheel, wow, if he had a nickname, he should be called " perfect timing", he was great. A little…”

4,538 reviews12 hoursFrom $112by Walkabout Tours

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: UNESCO Towers, Frescoes, and the Most Manageable First Stop
1-Day Tours, Chianti Wine Tours, Florence, Food & Drink, Lunch Experiences, Siena & San Gimignano Day Trips, Tour Reviews, Wine Tours

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

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

Florence day trip to San Gimignano, Monteriggioni, Siena and Chianti, with lunch and a guided wine tasting.

★ 4.5

“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.…”

4,432 reviews11 hours (approx.)From $83.27by CAF Tour and Travel

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa’s Square of Miracles: what you can do with 80 minutes
Chianti Wine Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews, Wine Tours

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

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Florence: Siena, San Gimignano & Monteriggioni with Tasting - Monteriggioni’s wall town: the perfect first hit of medieval Tuscany
Florence, Food & Drink, Siena & San Gimignano Day Trips, Tour Reviews

Florence: Siena, San Gimignano & Monteriggioni with Tasting

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8.Florence: Siena, San Gimignano & Monteriggioni with Tasting

A full-day Tuscany tour from Florence covering Siena, San Gimignano, and Monteriggioni, plus a Chianti tasting with regional snacks.

★ 4.6

“It was such a productive and fulfilling tour. We had a great day without ever getting bored. The winery we visited for the wine tasting was amazing as well. Canberk was incredibly helpful with everything — thank you so much for the excellent tour guiding!”

3,218 reviews11 hoursFrom $46by Ciaoflorence Tours & Travel

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni: Quick Fortress Time With Optional Wall Views
Chianti Wine Tours, Florence, Siena & San Gimignano Day Trips, Tour Reviews, Tours, Wine Tours

Siena, San Gimignano and Chianti Wines Day Tour from Florence

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

Full-day Tuscany trip from Florence: UNESCO Siena and San Gimignano, medieval Monteriggioni, plus Chianti tastings and snacks. From $78.60.

★ 4.5

“Our guide Constatino was just brilliant. We crammed everything in... And more!!! Instructions beforehand were 5*, would definitely book with them again, thank you”

2,542 reviews10 hours 30 minutes (approx.)From $78.60by Ciao Florence Tours Srl

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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - Meeting at Piazzale Montelungo and managing the 11-hour clock
Chianti Wine Tours, Florence, Food & Drink, Lunch Experiences, Siena & San Gimignano Day Trips, Tour Reviews, Wine Tours

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

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Pisa in one pass: Field of Miracles plus fast stops around the Duomo complex
1-Day Tours, Chianti Wine Tours, Florence, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews, Tuscany Day Trips

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

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

One day from Florence to Pisa, Siena, San Gimignano and Chianti, with a guided Siena walk and a four-wine winery lunch tasting.

★ 5.0

“The tours of Pisa, Siena and San Gimignano were an absolute blast. Thanks to Steven our driver, and Costa our very well versed tour guide, from beginning to end it was very friendly, fun, informational, well organized and efficient.”

2,283 reviews12 hours (approx.)From $78.60by CAF Tour and Travel

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Siena and San Gimignano: Small-Group Tour with Lunch from Florence - Piazza del Campo: Siena’s Main Stage (and Why It Works First)
Florence, Lunch Experiences, Siena & San Gimignano Day Trips, Tour Reviews, Tours

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

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

A small-group day trip from Florence to Siena and San Gimignano, with guided walking, free time, and a Tuscan winery lunch.

★ 5.0

“This was a great tour and Lorenzo, our tour guide was awesome! It was a fun day in Siena, at the winery and San Gimignano for us despite not having best the weather. Lunch at the winery was delicious and we enjoyed the wine tasting. Lorenzo provided us with lots of great history and information…”

1,675 reviews10 hours (approx.)From $180.19by Prestige Rent

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Florence: Day Trip with Free Time in San Gimignano and Siena - Finding the bus at Piazzale Montelungo (and why the first 20 minutes matter)
1-Day Tours, Florence, Siena & San Gimignano Day Trips, Tour Reviews

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

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

Florence day trip to San Gimignano and Siena via Chianti with a tour leader, big bus comfort, Wi‑Fi, and free time in both towns.

★ 4.7

“This was a prefect and comfortable way to explore 2 cities from Florence. Very comfortable bus, lots of free time to explore these beautiful places on our own and the perfect amount of time in each. Before each stop we were sent a lot of information on What’s App with sites to visit if we…”

1,624 reviews9 hoursFrom $71by TRAMVIA - Beducci Travel Bus

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Florence Day Trip: Pisa, San Gimignano and Siena with Lunch - Pisa First: Leaning Tower Photos Without the Hassle
1-Day Tours, Florence, Lunch Experiences, Pisa & Leaning Tower Day Trips, Siena & San Gimignano Day Trips, Tour Reviews

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

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

Florence day trip to Pisa, San Gimignano and Siena with Chianti wine tasting and optional Siena Cathedral admission.

★ 4.5

“We learned so much and had so much fun on this tour. Doing the corny poses at the tower made humanity seem so simple again. I recommend all sites included in this tour.”

1,108 reviews12 hours 15 minutes (approx.)From $59.13by myTour in Italy

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - Chianti Road driving time that actually adds context
Chianti Wine Tours, Florence, Siena & San Gimignano Day Trips, Tour Reviews, Tours, Tuscany Day Trips, Wine Tours

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

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

Full-day Tuscany wine tour from Florence with two wineries, guided tastings, Tuscan bites, and free time in San Gimignano.

★ 5.0

“Dominica was absolutely incredible! We had an amazing time exploring two very different wineries. The homemade lasagna was truly mouthwatering, and the wine was simply exquisite.”

1,007 reviews7 hours (approx.)From $229.77by Italy on a Budget tours

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