Florence

15 Best Tuscany Day Trips from Florence

Day trips out of Florence, sized up: Siena, San Gimignano, Pisa and the Chianti hills in various combinations. The classic four-stop day runs about twelve hours, which is a lot of van. Lunch inclusions vary wildly, so read the fine print before you pick.

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

Step into the past with a Tuscany day trip from Florence, exploring Siena, San Gimignano, Pisa, and more—unveiling Italy's hidden gems and culinary treasures.

Most Popular★ 5.0

“I had a fantastic experience with this tour guide Sara and Milano from start to finish. Everything was well-organized, smooth, and thoughtfully planned, which made the entire tour stress-free and enjoyable. Sara was knowledgeable, engaging, and passionate, sharing interesting facts and stories that really brought…”

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2.From Florence: Day Trip Pisa, Siena & San Gimignano W/Lunch

Discover the wonders of Tuscany in just one day! Explore Pisa, Siena, and San Gimignano with a delicious lunch included. Don't miss out, click now!

★ 4.6

“Excellent trip, the team was awesome! Julia and Valeska gave a lot of information of every stop and providing support on ground and Michel drove us with contort and security. I recommend this trip to everyone that wants to check the main spots, took a…”

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3.Florence: Pisa, Siena and San Gimignano Day Trip With Lunch

Get ready to uncover the hidden gems of Tuscany on a day trip from Florence to Pisa, Siena, and San Gimignano, where surprises await.

★ 4.6

“Our tour guide, Leonardo, was amazing! He was kind and passionate. He shared interesting facts about the places we visited. It was great value for money since we saw many different places all in one day.”

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5.Pisa, Siena and San Gimignano Day Trip With Lunch & Wine Pairing

Discover the enchanting beauty of Pisa, Siena, and San Gimignano on a day trip filled with delicious food, exquisite wine pairings, and unforgettable memories.

★ 4.5

“A great way to see the highlights of Tuscany if you are staying in Florence! We chose to do the guided Siena tour and lunch at the vineyard and it was well worth it. Siena and San Gimignano are real gems and the lunch at…”

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6.From Florence: Tuscany Day Trip With Lunch at Chianti Winery

Discover the enchanting beauty of Tuscany in a day trip from Florence. Indulge in a mouthwatering lunch at a Chianti winery. Click now for an unforgettable adventure!

★ 4.8

“What a day! Thank you Manolo for a wonderful day full of laughs and learning about the history of the Tuscany region. This was a great way to see so much of the beautiful Tuscan landscape and hospitality, topped off with a climb up the…”

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7.San Gimignano, Siena, Monteriggioni, Chianti Day Trip With Lunch & Wine Tasting

Embark on an unforgettable journey through the enchanting landscapes of San Gimignano, Siena, Monteriggioni, and Chianti. Immerse yourself in authentic Italian culture with a delightful lunch and wine tasting. Click now!

★ 4.5

“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…”

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9.From Florence: Small Group Wine Tasting Tour to Tuscany

Experience the exquisite flavors of Tuscany on our small group wine tasting tour from Florence. Uncover hidden gems and indulge in the rich heritage of Italian winemaking.

★ 4.9

“This tour was incredible from start to finish! The scenery was breathtaking. The wine tasting was fantastic, with a great selection of local wines that were both delicious and unique. Our guide was friendly, knowledgeable, and made the whole experience even more enjoyable with interesting…”

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11.From Florence: Siena, San Gimignano & Monteriggioni Tour

Discover the enchanting beauty of Siena, San Gimignano & Monteriggioni on this unforgettable tour from Florence. Experience the magic of Tuscany and book your adventure now!

★ 4.6

“We spent the day in good company... We're very lucky to have very nice people at the tour. The tour leader was fantastic and professional... A day well spent. I definitely recommend”

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12.Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni

Discover the enchanting medieval wonders of Tuscany: Siena, San Gimignano, and Monteriggioni. Uncover hidden gems and immerse yourself in history. Click now for an unforgettable journey!

★ 4.5

“We had a great time on this tour! Very well organized and packed in a lot of sites for a fun day! The guides were very friendly and there were many add ons to really customize the experience.”

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

Discover the enchanting beauty of Florence and indulge in the flavors of Chianti with a wine tasting lunch. Uncover hidden gems in S. Gimignano and Siena.

★ 4.6

“Martha, our tour guide was excellent. She had great knowledge of the towns we visited and provided us with all information we needed to know. She was very friendly and approachable. A big thanks to our driver Ferdinand, as well.”

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

Immerse yourself in the enchanting landscapes of Tuscany, where each town holds a secret worth discovering - are you ready to unlock their mysteries?

★ 5.0

“The whole experience was amazing. The tour was well organized, the guide Constantino was great and the food and wine testing excellent. You may feel tired at some point, but it is worthy.”

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15.From Florence: Tuscany Wine & Food Tour With Guide

Discover the exquisite flavors of Tuscany on our guided wine & food tour. Indulge in the rich history and taste the essence of Italy. Book now!

★ 4.9

“I had a wonderful experience thanks to our guide. He was charming, elegant, polite, and truly professional. His extensive knowledge and warm, welcoming personality made the day very pleasant, and he was quite amusing as well. I also really appreciated the small and intimate group…”

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5.0Siena and San Gimignano: Small-Group Tour With Lunch From Florence10 hours (approx.)$180.19 4.7Florence: Day Trip With Free Time in San Gimignano and Siena9 hours$71 5.0Small-Group Tuscany By Vespa6 hours 30 minutes (approx.)$125.28 5.0Tuscany Bike Tours: One Day Bike Tour Through the Hills of Chianti6 hours (approx.)$145.12 4.5Florence Day Trip: Pisa, San Gimignano, and Siena With Lunch12 hours 15 minutes (approx.)$59.13 4.5Tuscany Hills Postcard View:Val Dorcia Scenery With Wine Tasting11 hours 30 minutes (approx.)$94.57 5.0Tuscany Wine Tour7 hours (approx.)$229.77 4.6From Florence: Tuscany Highlights Full-Day Tour11.5 - 12 hours$46 5.0E-Bike Florence Tuscany Ride With Vineyard Visit4 to 7 hours (approx.)$96.74 4.5Full Day: Wine Experience in San Gimignano, Siena & Monteriggioni11 hours 30 minutes (approx.)$167.74 4.5Tuscany Experience From Florence:Pisa,Siena,San Gimignano & Chianti Wine Tasting11 hours 30 minutes (approx.)$53.33 4.5From Florence: Small-Group Tuscany Wine & Oil Tour With Typical Tuscan Meal7 hours (approx.)$96.86 5.0Tuscany Vespa Tour5 hours (approx.)$228.62 5.0Tuscany Vespa Tours: One Day Vespa Tour Through the Hills of Chianti6 hours (approx.)$193.49 4.8From Florence: Tuscany Wine Tour Full-Day Trip$84.96 4.7Tuscany by Vespa Full-Day Tour to Chianti Wine Region$135.04 4.6Florence: Tuscany Day Trip to Siena & San Gimignano$58 4.9Florence: Siena, San Gimignano and Chianti Small Group Tour9 hours$175 4.6Florence: Siena & San Gimignano Day Trip With Lunch & Wine$84.96 5.0Tuscany Vespa Wine Tour From Florence7 to 8 hours (approx.)$241.86 5.0Private Tour in Siena, San Gimignano and Chianti Day Trip From Florence8 hours (approx.)$834.79 4.3From Florence: Tuscany Hills Wine Tour$146.14 4.0Afternoon in Siena and Chianti Wine Tour With Dinner From Florence7 hours 30 minutes (approx.)$106.65 4.9Florence: Balloon Flight Over Tuscany$305.87