Florence Day Trips

TUSCANY · DESTINATION

6 Best Florence Day Trips In Siena

Most booked first.

Our shortlist of the 6 most-booked florence day trips around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

6 Best Florence Day Trips In Siena

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

From Florence: San Gimignano, Siena, and Chianti Wine Tour - Starting point in Florence: meet near the Baptistery

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

Most Popular★ 4.5

Florence to Siena, San Gimignano, and Chianti in one full day with guided history, five wine tastings, and a Tuscan lunch.

“The experience couldn’t get any better. Marco is an excellent guide and a person! Highly recommended. I went by myself, but made very good friends along the way 💫 Italy is mesmerizing and do not hesitate to take this tour 🥰🌟 p.s. I would recommend to get lunch at the winery. Grazie”

3,762 reviewsFrom $164.26by My Tour in Italy

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Vespa Tour in Chianti Small Group from Florence

Vespa Tour in Chianti Small Group from Florence - Getting to the Start: Florence vs Siena Meeting Reality

2.Vespa Tour in Chianti Small Group from Florence

★ 4.0

Ride an automatic Vespa through Chianti hills from the Florentine area, with wine tasting, a farm lunch, and time in Monteriggioni.

“Sveva was our guide- gave great instruction for safety and guided us through 2 beautiful Towns in Chianti and a vineyard. It’s such a great way to get outside and see the beautiful scenery. We had a pick up location where a driver brought us to the Vespa location. It was about a 40 min…”

43 reviewsFrom $167.68by myTour in Italy

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500 Vintage Tour: Chianti Roads Experience from Florence

500 Vintage Tour: Chianti Roads Experience from Florence - Getting from Florence into Chianti (and picking up your classic car)

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

Chianti Wines and San Gimignano Tour from Florence (1 Winery) - Comfort in transit: private pickup that keeps the day relaxed

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE - Capanna di Cencioni: The Brunello Tasting Part That Makes the Day Click

5.Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

★ 5.0

Private day trip from Florence to Pienza and Montalcino for a guided Brunello tasting, UNESCO Val d’Orcia views, and time in Pienza.

“We had the most amazing experience exploring the beautiful wineries of Siena! Roberto truly knocked it out of the park with his charisma and incredible knowledge & passion for the local wines, giving us wonderful stories and background. We specifically love Brunello from Montalcino, and this tour gave us an excellent taste! He also took…”

10 reviews8 hours (approx.)From $565.93by We Drive You Tuscany

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Private transfer from Florence to Sorrento

Private transfer from Florence to Sorrento - Sedan vs Minivan: Choose Based on Your Group Size

6.Private transfer from Florence to Sorrento

★ 5.0

Private transfer from Florence to Sorrento with an English-speaking driver, air-conditioned vehicle, door-to-door pickup, and easy timing.

“Extremely good services, I m very happy to meet you Frank, I will organize more groups in the future here in collaboration with you”

4 reviews6 hours (approx.)From $828.43by Good Heart Limos

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