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Florence to Siena Day Trips

4.4(4,785 ratings)
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Expert guides. Unique insights.
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Tours in multiple languages
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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
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
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
4.5(2,018)

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

from
€65
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Instant confirmation
Mobile ticket
11 hr. 30 min. - 13 hr. 45 min.
Transfers included
Meals included

A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.

  • Enjoy round-trip transfers by GT coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
  • With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
  • Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
  • Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
  • Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.

A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.

  • Enjoy round-trip transfers by GT coach or minivan from Florence to the Tuscan countryside and explore its breathtaking landscapes.
  • With the expertise of a multilingual guide, get a taste of the authentic Tuscan experience on a full-day tour.
  • Visit the enthralling city of Siena where you’ll visit the Piazza del Campo, famous for its Palio di Siena horse race.
  • Upgrade to relish a delicious lunch of Tuscan cuisine, and an authentic local wine-tasting tour. Visit the medieval town of San Gimignano and explore to your heart’s desire.
  • Go to Pisa and its stunning Piazza dei Miracoli. Admire the Baptistery and the famous Leaning Tower.

Inclusions

  • Full-day tour of Tuscany, Siena, San Gimignano and Pisa
  • Expert English, Spanish, Italian, Portuguese, or French-speaking guide
  • Round-trip transfers from Florence by GT coach
  • Typical Tuscan lunch with drinks (optional)
  • Wine tasting (optional)

Exclusions

  • Entry to Leaning Tower of Pisa
  • Entry to Siena Cathedral
  • Please note that the order of the itinerary may change.
  • Customers must be able to climb and descend stairs. Please note that a moderate amount of walking is involved and this tour is not wheelchair accessible.
  • For lunch, a vegetarian menu is available on request. Dietary requirements should be specified at the time of booking.
  • Note: Seine refers to the town and not the Cathedral.
  • Reach at the meeting point 15 minutes early to avoid cancellation due to delays. In such cases, refunds will not be granted.
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Reviews
How do we collect reviews?
Snapshots from our guests
4.5
2,018 ratings
1.5K
409
30
22
104
What our guests say
reviewer
Teresa
Apr 2025Verified booking
4/5

I requested and was sold an excursion with an Italian language guide. But it was all in Spanish, and in English (the cathedral of Siena). I must emphasize that the guide Patricia was excellent in her explanations and her availability.

View original review in Spanish

reviewer
Lisa
May 2025Verified booking
5/5

Fantastic day seeing beautiful cities.

reviewer
Tülkös
May 2025Verified booking
5/5

reviewer
Arun
May 2025Verified booking
3/5

reviewer
Opal
May 2025Verified booking
5/5

reviewer
Juan
May 2025Verified booking
5/5

Nice experience and very varied

View original review in Spanish

reviewer
Sergio
Apr 2025Verified booking
5/5

reviewer
Christina
Apr 2025Verified booking
4/5

We absolutely loved the locations! It was easy to get our tickets, they had a good mix of free time, wine tasting and lunch and the option of a walking and cathedral tour in Siena. The tour guide did a really good job of managing a large group but it was a mission to get such a large group all back at the same time which was frustrating. Nice tour but if you don't like large groups, rather visit the locations on your own.

reviewer
ruben
Apr 2025Verified booking
5/5

reviewer
Abhishek
Mar 2025Verified booking
4/5

reviewer
María
Feb 2025Verified booking
4/5

I really liked the places we saw

View original review in Spanish

reviewer
Sherley
Feb 2025Verified booking
4/5

reviewer
Nylza
Feb 2025Verified booking
3/5

reviewer
Wendy
Jan 2025Verified booking
5/5

I really enjoyed the travel itinerary. We went through many interesting places not only for their history but also for their beauty. I want to emphasize that Laila, our guide, has been very cordial and attentive to travelers. It is surely a highly recommended tour in Florence.

View original review in Spanish

reviewer
Samarth
Jan 2025Verified booking
5/5

reviewer
Noor
Jan 2025Verified booking
5/5

reviewer
Ananda
Dec 2024Verified booking
5/5

An incredible trip! Beautiful landscapes, very nice lunch experience.

View original review in Portuguese

review media 0
reviewer
Warnakulasuriya
Nov 2024Verified booking
5/5

reviewer
Diana
Sep 2024Verified booking
5/5

The guide was excellent with the information she gave us and very friendly, the 3 cities were beautiful, but you have to wear very comfortable shoes because the streets are complicated.

View original review in Spanish

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reviewer
Kayhan
Oct 2024Verified booking
5/5

Perfect tour perfect guide, super

reviewer
Javier
Sep 2024Verified booking
5/5

Incredible tour, the guide and everything you learn is very helpful to understand the landscapes and culture.

View original review in Spanish

reviewer
Yisel
Nov 2024Verified booking
5/5

reviewer
chris
Nov 2024Verified booking
5/5

Federico worked very hard to make sure we all were getting the most out of the trip. We had plenty of time to do our own thing at the various stops. The ticketing process was very easy also.

reviewer
JULIO
Oct 2024Verified booking
4/5

reviewer
Maria
Oct 2024Verified booking
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.

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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.
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.
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.
NEW

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

from €75
€63.75

15% off

Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Instant confirmation
Mobile ticket
11 hr. 30 min.
Transfers included
Itinerary
START POINT

Central Florence

Check your final voucher for the exact location in Florence where you board your spacious coach and start your adventure.

78.3 km

71 minutes

1

Siena

1 attractions

At your first stop, set off on a guided tour through the main squares. Admire the architecture of Torre del Mangia (Eater's Tower) at the lively Plaza del Campo.

Things to do

Palazzo Pubblico

Discover a palace that serves as a town hall, set in the bustling main square of Plaza del Campo.

41.7 km

46 minutes

2

San Gimignano

1 attractions

Get free time to explore the maze of cobbled streets, looming towers, and the many local artisan shops at this hilltop village known as a 'Medieval Manhattan'.

Things to do

Piazza della Cisterna

This triangular sloping plaza is surrounded by ancient skyscrapers.

45.9 km

57 minutes

3

Chianti Classico

1 activities

Head to a charming vineyard in the heart of the Chianti region.

Things to do

Vineyard tour & wine tasting

Included in price

Visit a rustic estate, where a wine producer takes you through the grape-filled vineyards and cellars. Indulge in a few samples of the wines with local specialty snacks and fresh olive oil.

29.1 km

50 minutes

4

END POINT

Central Florence

The essential Tuscany trip! Discover Siena, San Gimignano, and Chianti, and sip the best of wines.

  • Sit back, relax, and enjoy the comfortable GT coach ride from Florence and back with multilingual support on deck.
  • Walk around the Palazzo Pubblico town hall and Mangia Tower in the Piazza del Campo on a guided tour of Siena.
  • Interested in ancient skyscrapers encircled by 13th-century walls? Wander the UNESCO World Heritage Site of San Gimignano at your whim.
  • Now, bring on the wine! Stroll through a local Chianti estate and hear the secrets behind its magic as you drink and munch.

The essential Tuscany trip! Discover Siena, San Gimignano, and Chianti, and sip the best of wines.

  • Sit back, relax, and enjoy the comfortable GT coach ride from Florence and back with multilingual support on deck.
  • Walk around the Palazzo Pubblico town hall and Mangia Tower in the Piazza del Campo on a guided tour of Siena.
  • Interested in ancient skyscrapers encircled by 13th-century walls? Wander the UNESCO World Heritage Site of San Gimignano at your whim.
  • Now, bring on the wine! Stroll through a local Chianti estate and hear the secrets behind its magic as you drink and munch.

Inclusions

  • Full-day trip around Siena, San Gimignano, and Chianti
  • Multilingual assistance on board
  • Pick up from Florence
  • Round-trip AC coach transfer
  • Expert English-speaking guide in Siena
  • Vineyard visit and wine tasting in Chianti

Exclusions

  • Lunch
  • Tip: When in San Gimignano, seek out the Rocca di Montestaffoli. This old fortress offers a quieter panoramic vantage with lovely gardens that many tourists miss.
  • This experience is not accessible by wheelchair and pram/strollers.
  • Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
  • Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
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
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
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
4.4(3,886)

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

from
€78
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Instant confirmation
Mobile ticket
12 hr. - 13 hr. 45 min.
Transfers included
Meals included
Itinerary
START POINT

Central Florence

Head to the location mentioned on your final voucher and set off on your adventure.

84.5 km

77 minutes

1

Pisa

1 attractions

Stop by Pisa's Square of Miracles, where you will have time to admire the stunning Cathedral, Baptistery, Monumental Cemetery, and pose with the Leaning Tower.

Things to do

Leaning Tower of Pisa

78.8 km

81 minutes

2

San Gimignano

1 attractions

Nicknamed 'Manhattan of the Middle Ages', San Gimignano's tall, narrow towers create a modern skyline. Stroll by charming craftsmen’s shops along the cobbled stone streets and small squares.

Things to do

1. Tuscan lunch

Lunch

Fuel up with a traditional Tuscan lunch and wine pairings before hitting the streets of San Gimignano.

2. Duomo di San Gimignano

Admire the Collegiata di Santa Maria Assunta, a 12th-century church with frescoes by Ghirlandaio in its Santa Fina Chapel.

41.9 km

46 minutes

3

Siena

2 attractions

You can choose to either freely explore Siena, or avail a guided tour of the city center and maybe even its cathedral.

Things to do

1. Piazza del Campo

Traverse the main square, lying on the intersection of the three main roads that lead in and out of Siena.

2. Siena Cathedral

Nestled in Piazza del Duomo is the magnificent Gothic-Romanesque cathedral. Select the guided tour with entry to admire the mosaic floors and frescoes within.

77 km

78 minutes

4

END POINT

Central Florence

See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!

  • Want to unravel three UNESCO Heritage gems from Florence in just one day? A trip to Pisa, San Gimignano, and Siena is the answer.
  • At Pisa, walk along the Square of Miracles and get enough time for photo ops by the Leaning Tower!
  • A hearty lunch with the finest wines at San Gimignano keeps your energy up as you uncover its 13th-century walls and stone skyscrapers.
  • Fall in love with Siena's medieval streets and squares. Upgrade to a guided tour with an optional cathedral visit to get the most of your trip!
  • Cruise to all destinations and back in a feature-packed AC vehicle that comes with friendly multilingual support.

See the iconic Leaning Tower of Pisa, fill up on lunch with drinks in San Gimignano, and traverse Siena!

  • Want to unravel three UNESCO Heritage gems from Florence in just one day? A trip to Pisa, San Gimignano, and Siena is the answer.
  • At Pisa, walk along the Square of Miracles and get enough time for photo ops by the Leaning Tower!
  • A hearty lunch with the finest wines at San Gimignano keeps your energy up as you uncover its 13th-century walls and stone skyscrapers.
  • Fall in love with Siena's medieval streets and squares. Upgrade to a guided tour with an optional cathedral visit to get the most of your trip!
  • Cruise to all destinations and back in a feature-packed AC vehicle that comes with friendly multilingual support.

Inclusions

  • Full-day trip around Pisa, San Gimignano, and Siena
  • Multilingual assistance on board
  • Pick up from Florence
  • Round-trip AC coach transfer
  • Lunch with wine in San Gimignano
  • Guided tour of Siena city center (if selected)
  • Guided tour of Siena Cathedral and city center (if selected)
  • Tip: For the best gelato in San Gimignano, visit the award-winning Gelateria Dondoli in the main square. Don’t miss their signature Saffron and Pine Nut flavor.
  • This experience is not accessible by wheelchair and pram/strollers.
  • Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
  • Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
  • Please note that the order of visits is subject to change.
  • For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Reviews
How do we collect reviews?
Snapshots from our guests
4.4
3,886 ratings
2.6K
854
84
76
234
What our guests say
reviewer
Neuza
Apr 2025Verified booking
4/5

Very practical and easy to avoid long queues. Everything organized in the app with tickets, detailed information on each activity...

View original review in Portuguese

reviewer
Teresa
Apr 2025Verified booking
4/5

I requested and was sold an excursion with an Italian language guide. But it was all in Spanish, and in English (the cathedral of Siena). I must emphasize that the guide Patricia was excellent in her explanations and her availability.

View original review in Spanish

reviewer
Arun
May 2025Verified booking
3/5

reviewer
Opal
May 2025Verified booking
5/5

reviewer
Nilay
May 2025Verified booking
3/5

reviewer
Andres
Apr 2025Verified booking
5/5

reviewer
Christina
Apr 2025Verified booking
4/5

We absolutely loved the locations! It was easy to get our tickets, they had a good mix of free time, wine tasting and lunch and the option of a walking and cathedral tour in Siena. The tour guide did a really good job of managing a large group but it was a mission to get such a large group all back at the same time which was frustrating. Nice tour but if you don't like large groups, rather visit the locations on your own.

reviewer
Sudhir
Apr 2025Verified booking
5/5

reviewer
Raquel
Apr 2025Verified booking
5/5

reviewer
Marilia
Apr 2025Verified booking
5/5

reviewer
LUCIANA
Apr 2025Verified booking
5/5

reviewer
Abhishek
Mar 2025Verified booking
4/5

reviewer
Sherley
Feb 2025Verified booking
4/5

reviewer
Lidia
Dec 2024Verified booking
5/5

Everything was excellent. Only the part of the lunch in the vineyard that no one explained in Spanish.

View original review in Spanish

reviewer
Erika
Jan 2025Verified booking
5/5

reviewer
Samarth
Jan 2025Verified booking
5/5

reviewer
Noor
Jan 2025Verified booking
5/5

reviewer
Fernando
Jan 2025Verified booking
5/5

reviewer
Arturo
Dec 2024Verified booking
5/5

reviewer
Warnakulasuriya
Nov 2024Verified booking
5/5

reviewer
Kayhan
Oct 2024Verified booking
5/5

Perfect tour perfect guide, super

reviewer
Lilit
Oct 2024Verified booking
5/5

reviewer
jaime
Oct 2024Verified booking
5/5

reviewer
Maria
Oct 2024Verified booking
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.

review media 0
review media 1
review media 2
review media 3
reviewer
Oswaldo
Oct 2024Verified booking
5/5

Great guide, everything according to plan, punctuality and great cities

View original review in Portuguese

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.
AC bus transfer during Acropolis & Parthenon Guided Tour
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.
AC bus transfer during Acropolis & Parthenon Guided Tour
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.
AC bus transfer during Acropolis & Parthenon Guided Tour
4.1(837)

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

from
€75
Free cancellation

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

Instant confirmation
Mobile ticket
9 hr. - 11 hr.
Transfers included
Meals included
Itinerary
START POINT

Central Florence

Meet your fellow travel mates and set off from the heart of Florence by AC coach.

78.3 km

71 minutes

1

Siena

2 attractions

Independently uncover the historic districts of Siena, or go on a guided tour of the city center and optionally its cathedral.

Things to do

1. Banca Monte dei Paschi

Exploring by yourself? Be sure to check out the oldest bank in the world! It was founded 500 years ago and remains one of Italy's largest banking institutions.

2. Siena Cathedral

Nestled in Piazza del Duomo is the magnificent cathedral, a Gothic-Romanesque masterwork. Select the guided tour with entry to admire the mosaic floors and frescoes within.

45.5 km

59 minutes

2

Chianti Classico

1 activities

Drive along the gentle slopes of Chianti and head into a vintage wine estate.

Things to do

1. Vineyard tour & wine tasting

Included in price

Be welcomed to the organic winery with a glass of sparkling and immerse yourself on a tour of its wine cellar.

2. Tuscan lunch

Lunch

Smack on an exquisite 3-course lunch, accompanied by four delightful wines.

46.4 km

55 minutes

3

San Gimignano

1 attractions

At your leisure, traverse this hilltop city, from its old town's 13th-century walls to its skyline filled with high rises.

Things to do

Torre Grossa

Situated in Piazza Duomo, this UNESCO World Heritage Site is the tallest of San Gimignano's medieval skyscrapers.

61.1 km

70 minutes

4

END POINT

Central Florence

Indulge your appetite on a trip to the UNESCO towns of Siena, San Gimignano, and Chianti with lunch and wines!

  • Freely roam through Siena by yourself, or choose a guided tour of the city center. Upgrade to enter the iconic Siena Cathedral!
  • Drop by a winery nestled in the rolling hills of Chianti and dig into a sumptuous 3-course lunch paired with an array of fine wines.
  • Gaze up at the towering structures of San Gimignano as you learn why it's called the 'Manhattan of the Middle Ages'.
  • Relax to and from Florence aboard an AC coach. Between April and October, you may also stop at the medieval fortress commune of Monteriggioni!

Indulge your appetite on a trip to the UNESCO towns of Siena, San Gimignano, and Chianti with lunch and wines!

  • Freely roam through Siena by yourself, or choose a guided tour of the city center. Upgrade to enter the iconic Siena Cathedral!
  • Drop by a winery nestled in the rolling hills of Chianti and dig into a sumptuous 3-course lunch paired with an array of fine wines.
  • Gaze up at the towering structures of San Gimignano as you learn why it's called the 'Manhattan of the Middle Ages'.
  • Relax to and from Florence aboard an AC coach. Between April and October, you may also stop at the medieval fortress commune of Monteriggioni!

Inclusions

  • Full-day trip around Siena, San Gimignano, and Chianti
  • Multilingual assistance on board
  • Pick up from Florence
  • Round-trip AC coach transfer
  • Visit to vineyards & cellars in a Chianti winery
  • 3-course typical Tuscan lunch
  • Tasting of 3 Chianti wines and 'vin santo'
  • Guided tour of Siena city center (if selected)
  • Entry to Siena Cathedral and Piccolomini Library (if selected)
  • Tip: It's possible to walk along the 2176-metre perimeter of the second circle of city walls that mark the historical centre of San Gimignano.
  • This experience is not accessible by wheelchair and pram/strollers.
  • Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.
  • Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.
  • Please note that the order of visits is subject to change.
  • For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Reviews
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4.1
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What our guests say
reviewer
Milagro
May 2025Verified booking
5/5

A lot of history in each of the towns, beautiful scenery, and comfortable rides.

reviewer
Maria
Apr 2025Verified booking
4/5

reviewer
Jose
Mar 2025Verified booking
5/5

Everything was neat, the guide explained excellent everything we saw on the tour, the times in the places were perfect and the wine tasting and food was perfect, we would do the tour again.

View original review in Spanish

reviewer
NATALIA
Dec 2024Verified booking
4/5

The tour is phenomenal, I did not like that the bus does not have a bathroom and that the tasting the person who gave it spoke too fast was not understood much, otherwise perfect.

View original review in Spanish

reviewer
Nuria
Sep 2024Verified booking
5/5

The villages visited were wonderful, the time to visit them perfect and the guides Marta. Fabrizio and Ferdinado, unbeatable. The visit to the vineyards, the wine tasting and the fabulous lunch. Highly recommended!

View original review in Spanish

reviewer
Rozita
Nov 2024Verified booking
5/5

reviewer
Andrew
Nov 2024Verified booking
5/5

The visit to Siena, San Gimignano & the Chianti lunch & wine tasting were all very good. The tour leader was excellent.

reviewer
Traci-Ann
Nov 2024Verified booking
5/5

The guide was excellent and the tour ran to time in all locations. Everything was as expected or better.

reviewer
Rebecca
Oct 2024Verified booking
5/5

Fabulous guide, Sandro and driver, Fernando! The winery was also a big highlight. So much fun.

reviewer
Cláudo
Oct 2024Verified booking
4/5

reviewer
Headout Guest
Aug 2024Verified booking
3/5

reviewer
Kiran
Sep 2024Verified booking
2/5

It seemed like a mass production. Headout should mention the capacity of the tour. We were on a double decker bus with over 40-50 people. We were made to walk over 45 minutes to get to and fro from the bus where it was parked. No issues with walking but would be good to know (especially with the heat). Visit to very basic vineyard too.

reviewer
Antonia
Jul 2024Verified booking
5/5

Great experience, perfect length, great lunch & wine. The guide was the cherry on top, fascinating explanations about the places we saw, and even additional explanations about Florence and different things that we saw on the way. The bus trip itself is also a breath of fresh air and air conditioning in between sightseeing. The only tip: I think for european travelers, the 'winery' is obviously not a real winery but a business for tourist entertainment, especially because of the slightly pathetic comedy show pulled by the winery host, with bad jokes targeting directly North American tourists.

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Cierra
Aug 2024Verified booking
4/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
3/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

reviewer
Headout Guest
Aug 2024Verified booking
5/5

FlorenceFlorence To Siena Tours

Things to know before booking a Florence to Siena day trip

  • The trip from Florence to Siena takes approximately 1.5–2 hours. Day trips usually last 10–12 hours, depending on the itinerary. Most tours start early in the morning (around 7–9am) and return by evening.
  • Meeting points are generally central, such as near the Florence train station. Do remember to arrive 15 minutes early before your meeting time to avoid any delays and complications.
  • Organized day trips are great for taking a Florence to Siena day trip, especially if it's your first time. You'll skip the stress of navigating public transport with round-trip AC Coach transfers. Plus, many tours include lunch, wine tasting, and guided visits to nearby gems like San Gimignano or Pisa—all at a great price. It's a relaxed and cost-effective way to experience the best of Tuscany!
  • Many day trips include guided visits to Siena’s highlights, such as the historic Piazza del Campo and Siena Cathedral. Other tours give you some free time to explore charming cobblestone streets, shop, or enjoy coffee at a local café.
  • Our itineraries also feature visits to nearby destinations like San Gimignano, Pisa, or the Chianti wine region—ideal for those looking to cover the most ground in a day. Do note that entry tickets to landmarks such as the Leaning Tower of Pisa or Siena Cathedral may not be included, unless mentioned otherwise.
  • Some tours include a traditional Tuscan lunch and wine tasting as part of the experience. Others offer these as optional add-ons, allowing you to personalize your trip.
  • Siena’s historic center has steep and narrow cobblestone streets, making it less accessible for wheelchairs and strollers.
  • If your visit coincides with the Palio di Siena (July and August), book at least one month - two weeks in advance. This historic horse race is wildly popular and may impact your planned time in Siena due to large crowds.

Your Florence to Siena day trip options explained

Experience
Inclusions
Wine tasting
Lunch
Mode of transfer
Tuscany, Siena, San Gimignano & Pisa Day Trip (9-11 hrs)
Tour of Tuscany, Siena, San Gimignano, Pisa Local expert guide
Optional
Optional
GT Coach
Siena, San Gimignano & Chianti Day Trip with Wine Tasting (11:30 hrs)
Trip around San Gimignano, Chianti Guided tour of Siena Vineyard visit
🚫
AC Coach
Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Wine Tasting (12-14 hrs)
Tour around Pisa, Chianti Lunch with wine in San Gimignano Guided tour of Siena and Siena Cathedral (optional)
AC Coach
Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting (9-11 hrs)
Vineyard visit, lunch & wine tasting in Chianti Tour around San Gimignano Guided tours of Siena and Siena Cathedral (optional)
AC Coach
Top highlights of your Florence to Siena day trip

Other stops on your Florence to Siena day trip

How to get to Siena from Florence?

By train
By bus
By car

Best for: Comfortable and scenic ride.
Duration: Approximately 1 hour 19 minutes - 1 hour 30 minutes.
Closest station/stop: Florence Santa Maria Novella (S.M.N.) Station; Siena Station.
Frequency: About 14 trains per day.
Timings: 6:20am - 9:44pm

  • Direct trains, operated by Trenitalia, travel from Florence to Siena. Departing from Florence Santa Maria Novella, the journey is approximately 49 kilometers and offers picturesque views of the Tuscan countryside. 
  • Trains typically run every hour, making it easy to find a departure that fits your schedule. 
  • Upon arrival at Siena Station, you can take a short bus ride or walk to reach the city center. Tickets generally start around €10, but booking in advance can yield better prices.

Best for: Budget travel and direct routes.
Duration: Approximately 1 hour and 15 minutes.
Closest stop: Firenze Autostazione; San Domenico in Siena.
Frequency: Hourly throughout the day.
Timings: Check local schedules for exact times.

  • Buses from Florence to Siena are operated by Autolinee Toscane and provide a direct route with no transfers required. 
  • This mode of transport is often more economical than trains, with fares ranging from €1 to €22 depending on the time of booking. 
  • Buses arrive at San Domenico in Siena, which is conveniently located near the city center.

Best for: Flexible exploration
Duration: Approximately 1 hour (depending on traffic).

  • Driving from Florence to Siena lets you set your own pace, make scenic stops, and explore Tuscany beyond Siena.
  • The distance is about 72 kilometers via the Raccordo Autostradale Firenze-Siena (RA3), taking roughly an hour under normal traffic conditions. 
  • A quick heads-up: Parking in Siena can be a bit tricky. Spaces can be limited, and you might need to walk a bit to reach the city center. So, be sure to check local parking regulations before you arrive.

How to get around Siena?

Walking

  • Best for: Exploring the historic center.
  • Siena’s historic center is largely pedestrianized, making it ideal for walking. Key attractions like Piazza del Campo and the Duomo are easily accessible on foot.
  • Tip: Wear comfortable shoes to navigate the cobbled streets and incline

Local buses

  • Best for: Reaching areas to and beyond the city center.
  • The local bus system, operated by Autolinee Toscane, connects neighborhoods and the train station to the city center. Ticket costed €1.50 for a one-way ticket, valid for transfers. Tickets can be purchased at kiosks, vending machines, or onboard the bus (validate before boarding). Key bus stops include Piazza Gramsci, which is close to the train station and central attractions.
  • Tip: Buy tickets in advance and validate them on board.

Taxis

  • Best for: Convenient, quick transport.
  • Taxis are readily available throughout the city and are particularly useful for trips with luggage or to less accessible areas. Taxi stands are located at major squares like Piazza del Campo and near the train station.
  • Tip: Confirm fares upfront.

Bicycle rentals

  • Best for: Exploring Siena’s countryside.
  • Renting a bike is a great way to enjoy scenic views outside the city. Several rental shops are available near the city center. Look for local shops that offer rentals, such as those near Piazza del Campo or along Via Banchi di Sopra.
  • Tip: Stay mindful of traffic and cycling rules.

Additional tips

  • Train station access: The train station is about a 20-minute walk from the city center. If you prefer not to walk uphill, take a bus from the station to Piazza Gramsci or use local taxis.
  • Parking information: If driving, note that parking is limited within the city walls. Look for designated parking areas outside the historic center.

Best time to visit Siena

Peak Season (June–August)

Summer in Siena is lively and vibrant, especially with events like the famous Palio horse race on July 2 and August 16, which draws large crowds. Expect warm weather, with highs between 27–35°C (81–95°F), perfect for outdoor activities but busy with tourists. Book accommodations early, as prices and availability are affected by festival crowds.

Off-Season (November–March)

Ideal for a quieter, budget-friendly experience. Winters are mild but can be chilly, with lows around 3°C (37°F) in January and higher rainfall, particularly in November. While major events are fewer, Siena’s local charm and cozy atmosphere make this a peaceful time to explore.

Festival considerations

Besides the Palio, summer features the Siena Jazz Festival in July. Fall is a great time for art lovers with the Siena Art Weekend in September, and December brings festive Christmas markets to the city.

Make the most of your time in Siena

What to eat?
Where to eat?
Where to stay?
Tips
  • Pici Pasta: Hand-rolled Sienese noodles made from flour and water, best enjoyed with garlic tomato sauce or wild boar ragù.
  • Panforte: A dense medieval cake of honey, nuts, and spices, traditionally paired with Vin Santo dessert wine.
  • Cinta Senese Meats: Cured meats from a prized Tuscan pig breed, including finocchiona salami and antipasti staples.
  • Ribollita: A hearty Tuscan soup of bread, beans, and vegetables like kale, rooted in rustic traditions.
  • Liver Crostini: Rich chicken or pork liver pâté served on toasted Tuscan bread, a local antipasto classic.
  • Scottiglia: A flavorful meat stew blending lamb, rabbit, chicken, and pork with tomatoes and red wine.
  • Pappa al Pomodoro: A rustic bread and tomato soup with garlic and basil, showcasing simple, hearty flavors.
  • La Compagnia dei Vinattieri: About 230 m from city center. Italian; cozy, with a well-priced tasting menu (€50). Try the pumpkin-stuffed pasta and braised beef.
  • Trattoria Papei: About 290 m from city center. Traditional Tuscan; local favorite near Piazza del Campo known for generous portions. Don’t miss the wild boar ragu and mixed grilled meats.
  • Osteria Enoteca Sotto Le Fonti: About 600 m from city center. Tuscan; family-run, perfect for meat lovers. Recommended: Florentine steak and local wines.
  • Antica Osteria Da Divo: About 300 m from city center. Etruscan-inspired; elegant cave setting with unique regional dishes. Pair Etruscan specialties with fine wines.
  • Caffe Fiorella: About 45 m from city center. Café; a local go-to for coffee and pastries. Great for a cappuccino and fresh pastries.
  • Il Carroccio: Traditional trattoria; authentic Sienese atmosphere. Must-try: Wild boar in sweet-and-sour sauce.

Tip: Many restaurants close in the early afternoon, so aim for a lunch spot before 2 pm for the best options, especially if you want to enjoy a leisurely Tuscan meal.

Neighborhoods of Siena

  • Historic Center: Stay in Siena’s medieval heart near landmarks like Piazza del Campo and the Duomo. Top choices: Grand Hotel Continental Siena, Palazzo del Papa, B&B Il Corso.
  • Near Piazza del Campo: Perfect for nightlife and dining, this lively area is close to Siena’s cultural hub. Recommended stays: Palazzo Giorgi, Osteria Enoteca Sotto Le Fonti, Salicotto 56.
  • San Prospero: A peaceful retreat just outside the city walls, ideal for families or serenity seekers. Stay at Hotel Palazzo di Valli or Porta Pispini Residence.
  • Istrice & Lupa: Residential and authentic, yet within walking distance of major attractions. Try Relais degli Angeli Residenza d’Epoca or Villa del Sole Siena.

Tips: Consider accommodations outside the city walls for lower prices without compromising on access. Stay near Piazza del Campo for vibrant evening activities and local social life.

  • Many smaller cafes, bakeries, and shops in Siena still operate on a cash-only basis. Bringing a bit of cash will come in handy, especially if you want to try local treats.
  • Each of Siena’s 17 districts, or contrade, has its own museum, showcasing the city’s deep-rooted traditions and unique history. These are often overlooked but offer a unique peek into local life.
  • While Piazza del Campo and the cathedral are must-sees, venture into less touristy areas like the Contrada di Onda or small artisan shops selling local crafts and products.
  • Siena's cobbled streets and hills are beautiful but can be tough on your feet. Choose comfortable shoes for easier exploring.
  • There are fountains around Siena where you can refill water, so

Frequently asked questions about Florence to Siena day trips

What’s the best mode of transport for a day trip to Siena?

Organized tours are an excellent choice for a stress-free, enriching day trip to Siena. If you’re self-exploring, we recommend buses for shorter travel time (about 1 hour and 15 minutes) and direct drop-off near the city center. The train takes about 1.5 hours and requires a longer walk to reach the main attractions.

Where do I catch the bus or train in Florence?

Buses depart from Firenze Autostazione, located near the Santa Maria Novella train station. Trains leave from Florence Santa Maria Novella (S.M.N.) Station.

Are there any recommended itineraries for a day trip to Siena?

A suggested itinerary could include:
Morning: Arrive a Siena, visit Piazza del Campo, and climb the Torre del Mangia.
Midday: Explore the Siena Cathedral.
Lunch: Enjoy a meal at a local trattoria.
Afternoon: Visit the Civic Museum or wander through the charming streets, stopping by lesser-known sites like Piazza Salimbeni.
Evening: Wander around Santa Maria della Scala or relax at La Fortezza Medicea for sunset views. Head back to Florence after a day immersed in Siena’s charm.

Will I get free time in Siena?

Yes, most tours include some free time to explore Siena at your own pace, shop, or enjoy a meal.

What should I know about parking if I drive to Siena?

Parking in Siena is limited within the historic center due to ZTL (Limited Traffic Zones). It’s best to park in designated lots outside the walls, such as Parking Santa Caterina or Parking Il Campo, and walk into the city center.

Are there any local festivals or events I should plan my visit around?

The most famous event is the Palio di Siena, held on July 2 and August 16. This historic horse race draws large crowds and creates a festive atmosphere. Other events include the Siena Jazz Festival in July and various local food festivals throughout the year.

Is a half-day trip enough for Siena?

A half-day trip covers the highlights but limits your experience. For a deeper dive into Siena's charm, a full-day trip is recommended.

Is it necessary to book tickets in advance for popular attractions in Siena?

It’s advisable to book tickets in advance for popular attractions like the Siena Cathedral and the Torre del Mangia, especially during peak season, to avoid long lines.

How accessible is Siena for visitors with mobility challenges?

While many areas of Siena are pedestrian-friendly, its cobblestone streets and steep inclines can be challenging for those with mobility issues. Some attractions may have accessibility options, but it’s best to check in advance.

What are some hidden gems in Siena that aren’t on typical tourist itineraries?

Consider visiting the peaceful gardens of the Orto de' Pecci, lesser-known church of San Domenico and the charming neighborhood of Contrada della Torre with its unique local shops.

Millions love heading out with us

SIU- KUEN EVA WONG

Siu-

nov., 2022
The staffs are very nice! If I can have time to take a photo of the overall look of Monteriggioni, It would be even better.
Guided tour of Siena, San Gimignano & Monteriggioni with Wine Tasting in Chianti
Teresa Azucena Valle Acuna
AR

Teresa

Argentina
avr., 2025
I requested and was sold an excursion with an Italian language guide. But it was all in Spanish, and in English (the cathedral of Siena). I must emphasize that the guide Patricia was excellent in her explanations and her availability.
View original review in Spanish
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip
Wendy de Oliveira
BR

Wendy

Brazil
janv., 2025
I really enjoyed the travel itinerary. We went through many interesting places not only for their history but also for their beauty. I want to emphasize that Laila, our guide, has been very cordial and attentive to travelers. It is surely a highly recommended tour in Florence.
View original review in Spanish
From Florence: Tuscany, Siena, San Gimignano & Pisa Day Trip
NATALIA ANDREA CADENA CASADIEGO
CO

Natalia

Colombia
déc., 2024
The tour is phenomenal, I did not like that the bus does not have a bathroom and that the tasting the person who gave it spoke too fast was not understood much, otherwise perfect.
View original review in Spanish
From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Nuria Queralt
US

Nuria

United States
sept., 2024
The villages visited were wonderful, the time to visit them perfect and the guides Marta. Fabrizio and Ferdinado, unbeatable. The visit to the vineyards, the wine tasting and the fabulous lunch. Highly recommended!
View original review in Spanish
From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Neuza Filipa Figueiredo Reis
PT

Neuza

Portugal
avr., 2025
Very practical and easy to avoid long queues. Everything organized in the app with tickets, detailed information on each activity...
View original review in Portuguese
From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Wine Tasting