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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
Siena's Piazza del Campo with Torre del Mangia, Tuscany day tour from Florence.
Palazzo Pubblico in siena
Happy customers at leaning tower of Pisa
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 during Tuscany in a Day: Siena, San Gimignano, & Pisa
Full day tour to Pisa, San Gimignano and Siena
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 hours 30 minutes
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
Exterior view of the Piazza del Campo in Siena
San Gimignano skyline with medieval towers during Siena, San Gimignano, Monteriggioni tour from Florence.
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
Bust transfer from Tromso to Skjervoy and back
Free Cancellation
Instant Confirmation
11 hours 30 minutes
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
Group of tourists enjoying a wine tasting session on a Chianti Half Day Afternoon Tour in a Tuscan vineyard, Italy
View of the San Gimignano
Tour group exploring Pisa from La Spezia, with optional visit to the Leaning Tower and the jewel of the Cinque Terre
Facade of Siena Cathedral
Transportation from Florence during Chianti Wine Tour
Aerial view of the Chianti winery
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 hours
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
Exterior view of the Sienna Cathedral
Aerial view of the Walls of Monteriggioni
Tourists having lunch in Chianti
Aerial view of the Chianti winery
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
San Gimignano towers, Siena cathedral, Monteriggioni walls, Chianti vineyards, day trip lunch, wine tasting.
Free Cancellation
Instant Confirmation
9 hours
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
€79

Millions love heading out with us

Maria Pierce

Maria

5/5
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The complete package, very well organised and a brilliant tour guide can't remember her named but she was the English tour guide.
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip
John Zumwalde

John

5/5
We had a very great tour. Our guide Assia was excellent! She was informative and kept our group moving. Highly recommend.
Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti
Mária Šoltésová

Mária

5/5
It was a great experience and we enjoyed it a lot. We visited 3 towns, had a tasty lunch and a wine degustation - all with a very nice tour guide. I recommend this trip a lot.
Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti
Andrew Smith-West
GB

Andrew

5/5
United Kingdom
The visit to Siena, San Gimignano & the Chianti lunch & wine tasting were all very good. The tour leader was excellent.
From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Kaminthia O'Neill
AU

Kaminthia

5/5
Australia
Wonderful trip with great guide and very informative!! We had lots of time to explore on our own. Great food and amazing g wine tasting! Tour company were great and the entire day ran very well Would highly recommend this tour
From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Juan Felipe Cadena Gonzalez
US

Juan

4/5
United States
The tour was very nice. My mother and I really enjoyed all the places we visited. Lunch in San Gimignano was delicious, accompanied by local Tuscan products, which made the experience even more special. For those who prefer to tour the towns without any rush, we suggest doing it on your own. Finally, we would like to thank immensely the help offered by the guide Alexandra who very kindly helped us find a place to leave our luggage in Siena as we were not ending the tour in Florence as scheduled, but were heading to another destination. Without his help we would not have known Siena. Excellent as a professional and as a person.
View original review in Spanish
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Wine Tasting
Prachi Jain
IN

Prachi

5/5
India
Hi, My experience with Headout team and the guide was suoer amazing, I think on our own we wouldn't have ever visited so many places in one day, but due to this trip we could visit so much and the guide was also very informative. I speacially love the wine tasting experience. Wish we would have got more time everywhere but it was a little hectic but worth visting ..I just loved it.
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Wine Tasting
Harrinarine Seegulam
US

Harrinarine

5/5
United States
Great tour and the tour guide was wonderful. He did a wonderful job of explaining the wine business and was very patience with us. He assisted the guests with purchasing tickets for the trampoline and check through the bus to see if any things was left back.
From Florence: Siena, San Gimignano & Chianti Day Trip with Wine Tasting

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