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Top things to do in Florence

Florence To Pisa Tours

Explore the city of Pisa, home to the Leaning Tower, grand cathedrals, and historic squares.
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Slide 1 of 15, Person walking towards Siena Cathedral in Tuscany, Italy, surrounded by greenery.
Person walking towards Siena Cathedral in Tuscany, Italy, surrounded by greenery.
Siena Cathedral with tourists in the square, part of San Gimignano, Siena, Monteriggioni, Chianti day trip.
Piazza del Campo in Siena with Torre del Mangia, Tuscany.
Dirt road leading to a villa surrounded by cypress trees in Chianti, Tuscany.
Tour bus parked among cypress trees in Tuscany, Italy.
Tourists taking a selfie in front of a historic building in Siena, Italy.
Group enjoying wine tasting in Tuscany during Siena, San Gimignano, and Pisa tour.
Bottles of Tuscan wine on a wooden table, featuring Chianti and Vernaccia di San Gimignano.
San Gimignano skyline with medieval towers under a blue sky, Tuscany, Italy.
Horse race at Siena's Palio, Tuscany, with riders in colorful attire.
Leaning Tower of Pisa with Pisa Cathedral on the left during a walking tour.
Tourists walking through a vineyard with San Gimignano towers in the background, Tuscany.
Tourists boarding a bus for the Tuscany in a Day tour, visiting Siena, San Gimignano, and Pisa.
San Gimignano town square with medieval buildings and tourists exploring.
Person serving bruschetta during a Tuscany food tour.

From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip

11 hrs 30 mins - 13 hrs 45 mins
2 more

  • Discover the Tuscan experience with its lyrical landscapes and edgy world-class art, with a guide in the language of your choice!

  • Visit the walled hill city of Siena, known for its medieval appeal and Gothic appearance. Check out the Piazza del Campo, known famously to hold the Palio Horse Race every year.

  • Explore the World Heritage Site of San Gimignano, an eternally sought-after destination with its skyline of medieval towers.

  • Discover Pisa and its renowned charm with places like Piazza dei Miracoli, and the famous Leaning Tower.

  • Enjoy a delicious Tuscan lunch with a local wine-tasting tour amidst the rolling hills in the Chianti region.

More details

  • Discover the Tuscan experience with its lyrical landscapes and edgy world-class art, with a guide in the language of your choice!

  • Visit the walled hill city of Siena, known for its medieval appeal and Gothic appearance. Check out the Piazza del Campo, known famously to hold the Palio Horse Race every year.

  • Explore the World Heritage Site of San Gimignano, an eternally sought-after destination with its skyline of medieval towers.

  • Discover Pisa and its renowned charm with places like Piazza dei Miracoli, and the famous Leaning Tower.

  • Enjoy a delicious Tuscan lunch with a local wine-tasting tour amidst the rolling hills in the Chianti region.

from
€65
Slide 1 of 13, Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.
Siena cityscape with historic buildings and lush greenery during Chianti Half Day Wine Tasting Tour.
Women posing playfully with the Leaning Tower of Pisa in Italy.
Pisa Cathedral and Baptistery with tourists exploring the square.
Stone buildings in a sunny Tuscan village square, part of the Highlights of Tuscany tour.
People dining at a long table during Pisa, Siena, and San Gimignano day trip.
Visitors at the steps of a historic church in San Gimignano, Italy.
Bus traveling through Chianti vineyards during Florence wine tour.
Wine bottles and Italian appetizers on a table during a Pisa, Siena, San Gimignano & Chianti day trip.
Tourists enjoying a wine tasting experience in Tuscany during a Pisa, Siena, and San Gimignano day trip.
Siena Cathedral facade with tourists during the day in Siena, Italy.
Siena Cathedral interior with striped columns and ornate vaulted ceiling.
Tourists inside Siena Cathedral admiring frescoes and architecture, Italy.
Tour guide speaking to tourists in a historic street during Pisa, Siena, and San Gimignano day trip.

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

11 hrs 30 mins - 12 hrs
2 more

  • Explore four of Tuscany’s most iconic destinations in one well-planned day trip from Florence.

  • Enjoy free time in Pisa, San Gimignano, and Siena to explore at your own pace.

  • Savor authentic Tuscan flavors with a winery visit, wine tastings, and a traditional local meal.

  • Upgrade your experience with guided tours of Siena and its cathedral or access to Pisa’s famous tower.

  • Travel comfortably with round-trip AC coach transfers and a multilingual tour leader throughout.

More details

  • Explore four of Tuscany’s most iconic destinations in one well-planned day trip from Florence.

  • Enjoy free time in Pisa, San Gimignano, and Siena to explore at your own pace.

  • Savor authentic Tuscan flavors with a winery visit, wine tastings, and a traditional local meal.

  • Upgrade your experience with guided tours of Siena and its cathedral or access to Pisa’s famous tower.

  • Travel comfortably with round-trip AC coach transfers and a multilingual tour leader throughout.

from
€67.15

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What our guests say

Graham W

Norway
Solo
Last week
Fine tour but exhausting maybe too much travel? Good lunch experience in Chianti Tour guide was excellent though out the trip unfortunately couldn't give a gratuity because had no cash who does anymore?

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Christopher M

Couple
Jun 2026

+1 more

Enjoyed being taken to places with a really great driver. The bus guide was very good especially impressed with 3 languages skill set. The wine tasting venue was great and very entertaining. Sienna guided tour was excellent. Great guide. Would have happily sacrificed Pisa for longer at vineyard as this seemed a little rushed. It was over lunch we gelled as a group and made new friends. Wasn't so impressed with the amount of walking involved from bus to venue. It didn't help that the temperatures were 35°C. Overall an excellent tour.

From Florence: Pisa, Siena, San Gimignano & Chianti Day Trip with Wine Tasting & Lunch

Pinelopi A

Greece
Group
Jul 2026
Although we lost half of the trip because we could not find the meeting point we managed to find our group and live the experience at sienna ! The girls at the meeting point were very polite and helped me book train tickets to find the other people of my group. Barbara was super guide and kind! Thanks also rachel from headout chat who gave me some credits for another trip. I am grateful.

From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip

Fabrizio T

Italy
Solo
Jun 2026

+4 more

An exciting experience. Highly recommended and impeccably organized from start to finish. One of the highlights was Sandro, our guide. Professional, empathetic, engaging, and tireless. You can tell he loves his job. Lucky him—and lucky are those who get to work with him. I’d also put Adele, the guide who welcomed us in Siena, on the same level. Professional, engaging, empathetic, and special. She makes you want to return to Siena tomorrow to discover the countless things this Tuscan gem has yet to reveal to a fly-by visitor—things that she, as a true Sienese, surely knows.

From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip

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