Tuscany and Chianti Day Trips


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13 Best Tuscany and Chianti Day Trips

The ones worth setting an alarm for.

The 13 most-booked tuscany and chianti day trips, all done in a single day and back by evening. Each one comes with the pickup point, how long you are away, what it costs and the company that runs it.

13 Best Tuscany and Chianti Day Trips

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and Piazza del Campo: what you’re really paying for
Florence, Pisa Day Trips, Tour Reviews, Tuscany and Chianti Day Trips

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

Tuscany in one long day from Florence: Siena, San Gimignano, Pisa, plus winery lunch and wine tasting with time to explore.

Most Popular 5.0

“What a wonderful Tour! Our tour guide Mirella was great! We were very blessed to have her! She had a lot of knowledge about everything! I definitely recommend this tour!”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Duomo di Siena Cathedral time: what you can see and what may cost extra
Florence, Pisa Day Trips, Tour Reviews, Tuscany and Chianti Day Trips

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

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

Tuscany highlights in 12 hours: Siena, San Gimignano towers, Pisa’s Leaning Tower, plus optional lunch & wine pairing.

4.5

“It was a nice trip, the tour guide was very nice, however the order the cities were visited should be reversed, by the time we arrived in Pisa it was almost night time and our time there was so limited it was not possible to get tickets to climb the tower or the basilica. Whereas…”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - Montepulciano Walking Tour: vino nobile views and real hilltown texture
Rome, Tour Reviews, Tuscany and Chianti Day Trips

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: The Town of Towers, Plus Plenty of Time to Wander
Florence, Tour Reviews, Tuscany and Chianti Day Trips

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

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa’s Square of Miracles: Tower views and ticket reality
Florence, Pisa Day Trips, Tour Reviews, Tuscany and Chianti Day Trips

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

Siena, San Gimignano and Chianti Wines Day Tour from Florence - Meeting Point and What the 10.5-Hour Day Actually Feels Like
Florence, Tour Reviews, Tuscany and Chianti Day Trips

Siena, San Gimignano and Chianti Wines Day Tour from Florence

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

A full-day coach loop through Monteriggioni, Siena, San Gimignano, and Chianti for tower views, cathedral exteriors, and a 3-wine tasting.

4.5

“A well organised, enjoyable but long day trip. We left the meeting point at about 8.50 and arrived back 19.40 due to traffic. Montereggioni was very small but great to be able to look around and grab a coffee. We only had 45min there so would've loved to have longer, but still didn't feel rushed.…”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Pisa’s Field of Miracles: Timing, Tickets, and What You Should Actually Do
Florence, Pisa Day Trips, Tour Reviews, Tuscany and Chianti Day Trips

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

Florence: Day Trip with Free Time in San Gimignano and Siena - Getting Oriented at Piazzale Montelungo (and Finding the Right Bus)
Florence, Tour Reviews, Tuscany and Chianti Day Trips

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

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

Florence day trip to San Gimignano and Siena with Chianti countryside views, tour leader tips, and free time in both towns.

4.7

“Perfect for those who just need transportation and want to sightsee on their own. Sara was very nice and provided great orientation and suggested sights. Bus legroom was a little tight for tall people but manageable for the rides.”

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Florence Day Trip: Pisa, San Gimignano and Siena with Lunch - San Gimignano: Towers, Tight Streets, and Chianti Views
Florence, Pisa Day Trips, Tour Reviews, Tuscany and Chianti Day Trips

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

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

Pisa, San Gimignano and Siena in one day with guided Siena, optional Cathedral entry, and a Chianti lunch with wine tasting.

4.5

“My Tour of Italy was a beautiful 12 hour day that was a dream that came true as we went from place to place. It included a variety of touring, eating, sightseeing and enjoying free time in Tuscany!”

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Tuscany Day Trip: Chianti & Cooking Class Small Group - Castellina In Chianti Stop: Photos, Break Time, and Self-Guided Wandering
Florence, Tour Reviews, Tuscany and Chianti Day Trips

Tuscany Day Trip: Chianti & Cooking Class Small Group

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