Headout logo. Link to home.
Help

4.4(4.8K ratings)Rated 4.4 out of 5.0 from 4764 ratings.

Florence To Siena Tours

Visit the walled city of Siena, a historic banking city in the Tuscan region, and learn about its medieval architecture and history with a local guide. Explore guided tours and day trip options to visit Siena and other Italian cities like Pisa and San Gimignano.
Florence To Siena Tours
Siena's historic Piazza del Campo with Torre del Mangia, Tuscany in a Day tour.
 City Sightseeing Italy bus in Tuscany
Customer boarding  City Sightseeing Italy bus in Tuscany
Tourists taking photos in front of the Leaning Tower of Pisa, Italy.
Palazzo Pubblico in siena
Tourists posing in front of the Leaning Tower of Pisa, Italy.
Pisa's Leaning Tower with tourists, Siena's historic square, and San Gimignano's medieval towers in Tuscany.
San Gimignano towers and Pisa's Leaning Tower in Tuscany day tour.
Siena's historic Piazza del Campo with Torre del Mangia, part of Tuscany in a Day tour.
Siena, San Gimignano and Pisa
wine tasting during Tuscany in a Day: Siena, San Gimignano, & Pisa
wine tasting during Tuscany in a Day: Siena, San Gimignano, & Pisa
Siena's historic Piazza del Campo with Torre del Mangia, part of Tuscany in a Day tour.
wine tasting during Tuscany in a Day: Siena, San Gimignano, & Pisa
Pisa's Leaning Tower with tourists, Tuscany in a Day: Siena, San Gimignano, & Pisa tour.
Wine tasting experience in a Tuscan vineyard with scenic views of Siena, San Gimignano, and Pisa.
Pisa Leaning Tower with tourists, San Gimignano towers, Siena cathedral on Tuscany full day tour.
Pietraserena - Winery
Pisa's Leaning Tower with tourists, Siena's historic square, and San Gimignano's medieval towers in Tuscany.
Free cancellation
Instant confirmation
11 hr 30 min
4 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
Piazza del Campo in Siena with Torre del Mangia and historic buildings.
Streets of San Gimignano with medieval towers and cobblestone paths in Tuscany, Italy.
Exterior view of the winery in Chianti
View of wine and vineyard during Chianti Wine Tasting Tour
Siena cathedral, San Gimignano towers, Monteriggioni walls, Chianti vineyards on Florence tour.
A tour escort waiting to meet tourist at the meeting point
Bus transfer from Tromso to Skjervoy with scenic Arctic landscapes in Norway.
Free cancellation
Instant confirmation
11 hr 30 min
3 more
  • Travel in style with round-trip transfers from Florence by GT coach, complete with seamless multilingual support.

  • Experience Siena’s rich history on a guided tour, from the stunning Palazzo Pubblico to the iconic Torre del Mangia in the lively Piazza del Campo.

  • Wander amidst the medieval towers of San Gimignano, a UNESCO World Heritage Site, and let your curiosity lead the way through its historic streets.

  • Delight in the world of Chianti as you stroll through a local estate, uncovering the secrets of winemaking while enjoying tastings and local bites.

More details

  • Travel in style with round-trip transfers from Florence by GT coach, complete with seamless multilingual support.

  • Experience Siena’s rich history on a guided tour, from the stunning Palazzo Pubblico to the iconic Torre del Mangia in the lively Piazza del Campo.

  • Wander amidst the medieval towers of San Gimignano, a UNESCO World Heritage Site, and let your curiosity lead the way through its historic streets.

  • Delight in the world of Chianti as you stroll through a local estate, uncovering the secrets of winemaking while enjoying tastings and local bites.

from
€75
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Pisa Leaning Tower with tourists, San Gimignano skyline, Siena cathedral, Chianti vineyards, Florence day trip.
View of the San Gimignano
Leaning Tower of Pisa with tourists in Pisa, Italy.
Pisa Leaning Tower with tourists, San Gimignano skyline, Siena cathedral, Chianti vineyards, Florence day trip.
Bus traveling through Chianti vineyards during wine tour from Florence.
Aerial view of Chianti winery vineyards and rolling hills in Tuscany, Italy.
Guests having lunch in Tuscany
Lunch and wine tasting during Day Tour of Siena, San Gimignano, Chianti & Pisa
View of the streets in a Tuscan village
Free cancellation
Instant confirmation
12 hr
4 more
  • Begin in Pisa with a visit to the Square of Miracles, where you’ll have plenty of time to pose with the iconic Leaning Tower.

  • Enjoy a satisfying lunch with top-notch wines in San Gimignano, then explore its historic 13th-century walls and stone towers.

  • Discover the allure of Siena’s medieval squares, with the option to enrich your experience by adding a guided tour of the city and its cathedral.

  • Experience a spacious ride to and from Florence with dedicated multilingual assistance on board.

  • Did you know? San Gimignano is the 'World Capital of Gelato', and has several renowned gelaterias offering a variety of delicious flavors.

More details

  • Begin in Pisa with a visit to the Square of Miracles, where you’ll have plenty of time to pose with the iconic Leaning Tower.

  • Enjoy a satisfying lunch with top-notch wines in San Gimignano, then explore its historic 13th-century walls and stone towers.

  • Discover the allure of Siena’s medieval squares, with the option to enrich your experience by adding a guided tour of the city and its cathedral.

  • Experience a spacious ride to and from Florence with dedicated multilingual assistance on board.

  • Did you know? San Gimignano is the 'World Capital of Gelato', and has several renowned gelaterias offering a variety of delicious flavors.

from
€78
Aerial view of San Gimignano's medieval towers in Tuscany, Italy.
Exterior view of the Sienna Cathedral
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
San Gimignano towers, Siena cathedral, Monteriggioni walls, Chianti vineyards, day trip lunch, wine tasting.
Aerial view of Monteriggioni's medieval walls encircling the Tuscan village, Italy.
Aerial view of Chianti winery vineyards and rolling hills in Tuscany, Italy.
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
Free cancellation
Instant confirmation
9 hr
4 more
  • Traverse Siena at your own pace or join a guided tour, discovering the central square and, if selected, the famed Siena Cathedral.

  • Visit a charming Chianti winery, where you'll enjoy a delectable 3-course lunch complemented by a range of exquisite wines.

  • Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.

  • Between April and October, the tour may include a stop at the walled commune of Monteriggioni.

  • Fun fact: San Gimignano was once known as the 'Manhattan of the Middle Ages' due to its remarkably modern-looking urban skyline!

More details

  • Traverse Siena at your own pace or join a guided tour, discovering the central square and, if selected, the famed Siena Cathedral.

  • Visit a charming Chianti winery, where you'll enjoy a delectable 3-course lunch complemented by a range of exquisite wines.

  • Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.

  • Between April and October, the tour may include a stop at the walled commune of Monteriggioni.

  • Fun fact: San Gimignano was once known as the 'Manhattan of the Middle Ages' due to its remarkably modern-looking urban skyline!

from
€75.60

World at your tap.

Get the Headout app to get tickets on your phone and access app-only deals. Talk about win-win.
Download iPhone appDownload Android app
iphone

We've served 35 million+ guests and we are here for you

35 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime