Category Siena & San Gimignano Day Trips

Italy · SIENA & SAN GIMIGNANO DAY TRIPS

The 15 Best Siena & San Gimignano Day Trips from Florence

16 tours

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

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - The coach ride into Tuscany: why the drive matters

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

Florence to Siena, San Gimignano and Pisa plus Chianti winery lunch and wine tasting, a full guided day.

“It was a great tour. Guide Alexandrio was very interesting and educational. Sites visited were very picturesque. Getting to try the best gelato in the world also helped”

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

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Getting to the meeting point at Villa Costanza without stress

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

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

Florence to Pisa, Siena, San Gimignano in one day with Chianti winery lunch and wine tasting, plus optional English-guided Siena.

“It was excellent. Fiama and Andre were very good. Very well planned. Guides were very helpful. They took care of all. Very clear instructions.Would recommend this tour to all visiting Florence .The itinerary was good. Covered all important places to visit.My family enjoyed the trip a lot. The guides also made the experience joyful”

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

Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Pisa Cathedral Area, Cemetery Views, and the Leaning Tower Plan

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

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

One day in Tuscany by bus: Pisa, San Gimignano, Siena, and Chianti, with winery lunch, wine tasting, and optional Leaning Tower tickets.

“I enjoyed every moment of this tour. Barbara is an amazing guide and told us everything about the places we visited and where to find the best gelato and coffee (and bathrooms😅). For the Siena tour, Chiara was an amazing tour guide and the lunch at Poggio Ai Laghi was paired with some of the best wines I tasted. The whole tour was an amazing experience and I recommend it to anyone who wants to see the highlights, just so they can visit those places by themselves again and fully enjoy everything about Toscana.”

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

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Winery Lunch and Wine Pairing Near San Gimignano: Where the Day Warms Up

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

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Meeting up in Florence, then getting rolling

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

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano Towers: 2 Hours to Wander Without Feeling Trapped

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

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

San Gimignano towers, Monteriggioni walls, and Chianti wine lunch, then Siena’s Duomo and squares in one long, well-paced day trip.

“Great trip. Lots of walking. I had 7 miles logged on the smart watch. It was a long day. Unfortunately we got to San Gimignano by 9 . Most of the top sites didn’t open until 10;30 or 11. We left at 10:45 for the next stop. Most of the shops on the Main Street were open so if you don’t like shopping this might be disappointing for you. The lunch in Siena was great, as was The guided tour and the Cathedral. So I would definitely recommend doing the tour and the cathedral in Siena as part of your options.”

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

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Getting to Piazzale Montelungo without stress

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

From Florence: San Gimignano, Siena, and Chianti Wine Tour - Siena first: Piazza del Campo, Santa Maria Assunta, and real time to wander

Siena: Siena Cathedral and Piccolomini Library Entry Ticket

Siena: Siena Cathedral and Piccolomini Library Entry Ticket - Siena Cathedral Interior: Dome, Mosaics, and Big Names in Stone

9.Siena: Siena Cathedral and Piccolomini Library Entry Ticket

★★★★★★★★★★4.5 · 3,462 reviews · from $9Cheapest on the page

Skip-the-line entry to Siena Cathedral plus the Piccolomini Library, with a QR-code audio guide, for about $9 and under a day to explore.

“I’ve seen many churches in Italy but this was my favorite! The inside is stunning and certainly worth purchasing a ticket to see. Highly recommend getting this reserved ticket so you can skip the ticket line it was super easy!”

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Florence: Siena, San Gimignano & Monteriggioni with Tasting

Florence: Siena, San Gimignano & Monteriggioni with Tasting - Getting There from Florence, Piazza Montelungo to the GT Coach

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

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

Florence to Siena, San Gimignano and Monteriggioni in one day, plus a Chianti tasting at an estate with snacks and scenic coach ride.

“We loved seeing Tuscany! We appreciated having freedom in Siena without the group. We walk slower so staying with the large group was challenging. We lost them on the way to the initial meeting point but fortunately listened to the location and found them… we got caught in another group. No problem, we just need to take our time. The locations visited are fantastic and fun! San Gimignano is beautiful! Overall this was a good experience! Thank you!”

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Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS) - Exchanging your voucher at Cripta del Duomo di Siena

Siena, San Gimignano and Chianti Wines Day Tour from Florence

Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni Hilltop Fortress, Fast Photos and Optional Wall Time

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

Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - Meeting point reality, bus timing, and how to not lose the day

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

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Pisa at Piazza dei Miracoli: what you really get in 15 minutes

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

Siena and San Gimignano: Small-Group Tour with Lunch from Florence - Why the Siena walking time matters more than you think

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

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

Small-group Siena and San Gimignano day trip from Florence with winery lunch, guided walks, and free time for towers and gelato.

“Leonardo and Alex were great. The check in was smooth. We travelled through beautiful countryside to Sienna. We had time to have a coffee and then went on an hour long walking tour. The next stop was a lovely liunch and wine tasting at a lovely vineyard. The tour ended at san grimignano , we had a walking tour and time for gelato and time for ourself. All around lovely experience”

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