4.4(4.8K ratings)Rated 4.4 out of 5.0 from 4763 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.

Siena's historic Piazza del Campo with Torre del Mangia, Tuscany in a Day tour.

Customer boarding City Sightseeing Italy bus in Tuscany

Tourists taking photos in front of the Leaning Tower of Pisa, Italy.

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.

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.

4.5(2K)

Guided Tours

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.

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.

New

Guided Tours

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

Aerial view of San Gimignano's medieval towers in Tuscany, Italy.

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.

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.

4.1(834)

Guided Tours

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

€79

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.

Leaning Tower of Pisa with tourists in Pisa, Italy.

Bus traveling through Chianti vineyards during wine tour from Florence.

Lunch and wine tasting during Day Tour of Siena, San Gimignano, Chianti & Pisa

4.4(3.8K)

Guided Tours

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

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Millions love heading out with us

Maria

5/5

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

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

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

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

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

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

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

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