English
English
Language
Currency
- Uffizi Gallery
- Accademia Gallery Tickets
- Duomo Florence
- Palazzo Vecchio
- Medici Chapel
- Florence To Cinque Terre Tours
- Bargello National Museum
- Florence To Pisa Tours
- Florence To Siena Tours
- Florence To Tuscany Tours
- Boboli Gardens
- Hzero - The Miniature Railway
- San Marco Museum
- Basilica of Santa Croce
- Brancacci Chapel
Chianti tours from Florence
Itinerary
TOTAL DURATION5 hours 30 minutes
MODE OF TRANSFERA/C Bus
START POINT
Florence
Drive along the scenic Chiantigiana road all the way to Chianti Classico.
30 km
38 minutes
1
Chianti Classico
1 activities
Sniff the grapes at 2 vintage vineries, sip on 2 classic wines, taste cheeses, and admire olive groves in the region.
Things to do
Vineyard tours & wine tasting
Included in price
Visit not one, but two rustic estates! Passionate wine producers take you through the grape-filled vineyards and cellars. Indulge in a few samples of the wines with local specialty snacks and fresh olive oil.
35 km
40 minutes
2
END POINT
Florence
The classic Tuscan experience – two vineyard visits with wine and fresh local munchies.
Everything you get: Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, and sample delicious wines at two Chianti Classico vineyards. Taste other signature products with some silky olive oil and learn how the production process works as you tour the historic cellars and fields in your chosen language.
Why choose this: Enjoy a classic vinery experience while getting the chance to soak in the Tuscan countryside dotted with farms and olive groves.
The classic Tuscan experience – two vineyard visits with wine and fresh local munchies.
Everything you get: Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, and sample delicious wines at two Chianti Classico vineyards. Taste other signature products with some silky olive oil and learn how the production process works as you tour the historic cellars and fields in your chosen language.
Why choose this: Enjoy a classic vinery experience while getting the chance to soak in the Tuscan countryside dotted with farms and olive groves.
Inclusions
- Assistance at the Meeting Point
- Transport by air conditioned bus with wifi on board
- Licensed tour escort
- Wine tasting
- 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 48 hours before the experience begins and get a full refund.
Reviews
How do we collect reviews?
Snapshots from our guests
3.9
11 ratings
4
4
2
0
1
Guests from United States, Turkey, Australia and over 7 countries have loved this experience
What our guests say
Patricia
Apr 2025Verified booking
Martina was an engaging hostess. It was a well run tour and ticked all our expectations
Gunes
Apr 2025Verified booking
Mara
Nov 2024Verified booking
The tour guide and bus driver were so patient and nice as they waited for us to get on the bus since we were late due to transportation issues.
CLAUDIO
Oct 2024Verified booking
Despite choosing the Spanish tour, the group was mixed in English, Spanish and Italian. However, the guide who accompanied the group gave explanations in all three languages. Only in the 2 wineries we visited was the language only in English or Italian. The 2 visits to the wineries were good, with a small tasting of bread with olive oil and 3 wines in each (starter wines).
View original review in Portuguese
Sabire
Oct 2024Verified booking
Butique winery visit was indeed great!
Michael
Sep 2024Verified booking
Comfortable and pleasant presentation both vinyards
Joanne
Sep 2024Verified booking
William
Sep 2024Verified booking
Vardaan
Aug 2024Verified booking
Hariom
Jun 2024Verified booking
Adriana
Apr 2024Verified booking
Itinerary
TOTAL DURATION7 hours 30 minutes
MODE OF TRANSFERA/C Bus
START POINT
Piazzale Montelungo
Set off along the scenic Chiantigiana road from your meeting point in central Florence.
78.3 km
71 minutes
1
Siena
90 min
2 attractions
Get ample free time to immerse yourself in the city's medieval charm. There's lots to explore – like the world's oldest bank, Banca Monte dei Paschi!
Things to do
1. Medici Fortress
Take a stroll to this red-bricked fort, admire the surrounding Rimembranza Park, and gaze out at panoramas of Siena.
2. Torre del Mangia
In the main square Plaza Campo stands one of ancient Italy's tallest towers, right next to Siena's town hall.
45.5 km
59 minutes
2
Chianti Classico
Venture into the heart of Chianti and discover a picturesque winery set amidst a sprawling estate.
Things to do
Dinner and Wine Tasting
Dinner
Enjoy fresh seasonal and local products like salami, bruschetta and a traditional pasta dish, enhanced by carefully selected wines, under the dazzling Tuscan sunset.
27.8 km
45 minutes
3
END POINT
Piazzale Montelungo
An afternoon in Siena followed by a delectable dinner and wine tasting in Chianti!
Everything you get: Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish. Independently explore Siena, its Gothic Cathedral and Piazza del Campo, and enjoy wine tasting at a local winery.
Why choose this: There's nothing better than an authentic experience of a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines! This is your chance to immerse yourself in the heart of Tuscany—discovering its rich history, charming streets, and world-renowned wine culture in one unforgettable afternoon.
An afternoon in Siena followed by a delectable dinner and wine tasting in Chianti!
Everything you get: Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish. Independently explore Siena, its Gothic Cathedral and Piazza del Campo, and enjoy wine tasting at a local winery.
Why choose this: There's nothing better than an authentic experience of a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines! This is your chance to immerse yourself in the heart of Tuscany—discovering its rich history, charming streets, and world-renowned wine culture in one unforgettable afternoon.
Inclusions
- Half-day trip around Siena and Chianti
- Expert local guide in English or Spanish
- Pick up from Florence
- Round-trip AC bus transfer
- Vineyard visit, wine tasting, and dinner in Chianti
- This experience is not accessible by wheelchair and pram/strollers.
- Please inform in advance if you have any food intolerances or allergies.
- English and Spanish are always available. To confirm the excursion in Italian, Portuguese, or French, a minimum of 4 participants is required.
- Comfortable shoes are recommended.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
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.
Itinerary
TOTAL DURATION10 hours 30 minutes
MODE OF TRANSFERA/C Bus
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
How do we collect reviews?
Snapshots from our guests
4.1
837 ratings
525
131
23
46
112
Guests from United States, Australia, Colombia and over 8 countries have loved this experience
What our guests say
Milagro
May 2025Verified booking
A lot of history in each of the towns, beautiful scenery, and comfortable rides.
Maria
Apr 2025Verified booking
Jose
Mar 2025Verified booking
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
NATALIA
Dec 2024Verified booking
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
Nuria
Sep 2024Verified booking
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
Rozita
Nov 2024Verified booking
Andrew
Nov 2024Verified booking
The visit to Siena, San Gimignano & the Chianti lunch & wine tasting were all very good. The tour leader was excellent.
Traci-Ann
Nov 2024Verified booking
The guide was excellent and the tour ran to time in all locations. Everything was as expected or better.
Rebecca
Oct 2024Verified booking
Fabulous guide, Sandro and driver, Fernando! The winery was also a big highlight. So much fun.
Cláudo
Oct 2024Verified booking
Headout Guest
Aug 2024Verified booking
Kiran
Sep 2024Verified booking
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.
Antonia
Jul 2024Verified booking
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.
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Cierra
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Headout Guest
Aug 2024Verified booking
Itinerary
TOTAL DURATION12 hours
MODE OF TRANSFERA/C Bus
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
Guests from United States, India, Brazil and over 17 countries have loved this experience
What our guests say
Neuza
Apr 2025Verified booking
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
Teresa
Apr 2025Verified booking
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
Arun
May 2025Verified booking
Opal
May 2025Verified booking
Nilay
May 2025Verified booking
Andres
Apr 2025Verified booking
Christina
Apr 2025Verified booking
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.
Sudhir
Apr 2025Verified booking
Raquel
Apr 2025Verified booking
Marilia
Apr 2025Verified booking
LUCIANA
Apr 2025Verified booking
Abhishek
Mar 2025Verified booking
Sherley
Feb 2025Verified booking
Lidia
Dec 2024Verified booking
Everything was excellent. Only the part of the lunch in the vineyard that no one explained in Spanish.
View original review in Spanish
Erika
Jan 2025Verified booking
Samarth
Jan 2025Verified booking
Noor
Jan 2025Verified booking
Fernando
Jan 2025Verified booking
Arturo
Dec 2024Verified booking
Warnakulasuriya
Nov 2024Verified booking
Kayhan
Oct 2024Verified booking
Perfect tour perfect guide, super
Lilit
Oct 2024Verified booking
jaime
Oct 2024Verified booking
Maria
Oct 2024Verified booking
The complete package, very well organised and a brilliant tour guide can't remember her named but she was the English tour guide.
Oswaldo
Oct 2024Verified booking
Great guide, everything according to plan, punctuality and great cities
View original review in Portuguese
From Florence: Chianti Wine & Olive Oil Tasting Semi-Private Tour with Lunch
Exclusive, in-depth, unforgettable! Get personalized attention, sommelier-selected tastings, and a mouthwatering lunch.
- Put your feet up in a spacious luxury vehicle from Florence to Chianti, learning all about the intriguing 'land of the black rooster'!
- A tour with samples at an olive oil mill and three wineries, from grove to cellar, gives you a taste of Italy's precious gastronomy.
- After discovering the diverse estates around the village, settle in for a quintessential Tuscan spread to go with your buzz!
Exclusive, in-depth, unforgettable! Get personalized attention, sommelier-selected tastings, and a mouthwatering lunch.
- Put your feet up in a spacious luxury vehicle from Florence to Chianti, learning all about the intriguing 'land of the black rooster'!
- A tour with samples at an olive oil mill and three wineries, from grove to cellar, gives you a taste of Italy's precious gastronomy.
- After discovering the diverse estates around the village, settle in for a quintessential Tuscan spread to go with your buzz!
Inclusions
- Small-group day trip around Chianti
- Pick up from Florence
- Round-trip Mercedes minibus or minivan transfers
- Guided tour of 1 olive oil mill & 3 wineries with tastings
- Typical Tuscan lunch
- Guided tour of a Tuscan village
- Tip: If you're a foodie, ask for pairing recommendations! Mill staff can often suggest specific dishes or recipes that highlight the best qualities of their olive oil.
- 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 inform of any food allergies or intolerances in advance. Vegetarian needs can also be accommodated if briefed in advance.
- You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
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
Guests from United States, India, Argentina and over 22 countries have loved this experience
What our guests say
Teresa
Apr 2025Verified booking
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
Lisa
May 2025Verified booking
Fantastic day seeing beautiful cities.
Tülkös
May 2025Verified booking
Arun
May 2025Verified booking
Opal
May 2025Verified booking
Juan
May 2025Verified booking
Nice experience and very varied
View original review in Spanish
Sergio
Apr 2025Verified booking
Christina
Apr 2025Verified booking
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.
ruben
Apr 2025Verified booking
Abhishek
Mar 2025Verified booking
María
Feb 2025Verified booking
I really liked the places we saw
View original review in Spanish
Sherley
Feb 2025Verified booking
Nylza
Feb 2025Verified booking
Wendy
Jan 2025Verified booking
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
Samarth
Jan 2025Verified booking
Noor
Jan 2025Verified booking
Ananda
Dec 2024Verified booking
An incredible trip! Beautiful landscapes, very nice lunch experience.
View original review in Portuguese
Warnakulasuriya
Nov 2024Verified booking
Diana
Sep 2024Verified booking
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
Kayhan
Oct 2024Verified booking
Perfect tour perfect guide, super
Javier
Sep 2024Verified booking
Incredible tour, the guide and everything you learn is very helpful to understand the landscapes and culture.
View original review in Spanish
Yisel
Nov 2024Verified booking
chris
Nov 2024Verified booking
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.
JULIO
Oct 2024Verified booking
Maria
Oct 2024Verified booking
The complete package, very well organised and a brilliant tour guide can't remember her named but she was the English tour guide.
FlorenceFlorence To Chianti Tours
Make the most of Florence
Why go on a Chianti tour from Florence?
See all photos
Booking guide: Chianti tour from Florence
Experiences
Vineyard tour
Mode of transfer
Meals
Additional features
Tickets from
Siena, San Gimignano & Chianti Day Trip with Wine Tasting (11.5 hr.)
✅
AC Coach/Bus
❌
Free time in Siena and San Gimignano.
Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting (9 - 11 hr.)
✅
AC Coach
✅
Optional guided tour of Siena Catheral and Siena city center. Free time in San Gimignano.
Pisa, San Gimignano & Siena Day Trip with Lunch & Wine Tasting (12 hr. - 13 hr. 45 min.)
✅
AC Coach
✅
Free time in Pisa, lunch and wine tasting San Gimignano, optional guided tour of Siena Catheral and Siena city center.
Chianti Wine & Olive Oil Tasting Semi-Private Tour with Lunch (7 hr)
✅
Mercedes minibus or minivan
✅
Small group, guided tour of 1 olive oil mill, wineries and the Tuscan village.
Chianti Wine Making Experience with Gourmet Dinner (5 hr.)
✅
Mercedes minibus or minivan
✅
Wine-making experience, tasting of 5 different Tuscan wines and olive oil, one exclusive wine bottle with a personalized label.
Highlights of Chianti
See all photos
Other stops on your Florence to Chianti day trip
Siena
A medieval city rich in history, known for its stunning Piazza del Campo and the magnificent Siena Cathedral.
Don't miss: Climbing the Torre del Mangia for panoramic views of the city and countryside.
Siena tickets & tours
San Gimignano
This "Medieval Manhattan" is famous for its tall towers, cobblestone streets, and exceptional gelato.
Don't miss: Strolling through Piazza della Cisterna and tasting the award-winning gelato at Gelateria Dondoli.
San Gimignano tours
Pisa
Once a powerful maritime republic, Pisa is home to the iconic Leaning Tower, and known for its medieval architecture, particularly in the UNESCO-listed Piazza dei Miracoli, home to the cathedral and baptistery.
Don't miss: Taking a photo with the Leaning Tower, visiting the Piazza del Duomo, and exploring the nearby botanical gardens.
Pisa tickets & toursBest ways to reach Chianti from Florence
By train
By bus
By car
Via tours
Best for: Scenic views of the countryside.
Duration: 1 hour 30 minutes
Closest train station: Poggibonsi and Castellina in Chianti.
Frequency: Every 30 minutes
Timings: 6am, with services continuing until evening.
- Take a train from Florence Santa Maria Novella station to Empoli. Change trains at Empoli for Poggibonsi or Castellina. The train routes don't actually cross through the Chianti region itself.
- From these stations, you can take local buses to reach different towns of Chianti like Greve or Castellina.
- Remember to validate your train ticket in the machines located at the station before boarding. This is required to avoid fines.
Best for: Budget travel and direct access to Chianti towns.
Duration: 1 hour
Closest bus station: Various stops in Chianti towns.
Frequency: Every hour.
Timings: 6:30am - 7pm
- Buses depart from Florence’s Santa Maria Novella train station or from Piazza della Stazione.
- The main bus line to Chianti is SITA, specifically Line 365. It connects Florence to various towns in Chianti, including Greve in Chianti, Radda in Chianti, and Castellina in Chianti.
- Buy tickets at local tabacchi (tobacco shops), at the bus station, or directly on the bus (with a small additional fee). Prices range from €3 to €5 depending on the destination. Do validate your ticket before boarding.
Best for: Flexibility and scenic exploration.
Duration: Approximately 30 to 45 minutes
Route options:
- Superstrada Firenze-Siena (SS67): This is a toll-free, four-lane highway that offers the fastest route to Chianti. It takes you along the western border of the region. Take the Poggibonsi Nord exit to enter Chianti.
- SR222 (Chiantigiana Road): This scenic two-lane road winds through the hills of Chianti, passing through picturesque villages and vineyards. This road can be narrow and winding, so drive carefully, especially when wildlife may cross the road at night.
- SR2 (Cassia): This historic Roman road runs parallel to the Superstrada and provides another route into Chianti, passing through towns like Poggibonsi and Monteriggioni.
Guided tours are the most convenient way to experience Chianti, especially for wine enthusiasts. These tours include round-trip transfers from Florence, visits to renowned wineries, and curated wine tastings. Some tours even include lunch or stops at picturesque villages like Radda or Gaiole.
For an effortless and immersive experience, opt for a Chianti Wine Tasting Tour that combines scenic exploration with the best regional flavors.
Make the most of your day trip
What to eat?
Where to eat?
Tips
- Bistecca alla Fiorentina: A thick-cut, charcoal-grilled T-bone steak.
- Pappardelle al Cinghiale: Wide ribbons of pasta with wild boar ragù.
- Crostini Toscani: Toasted bread topped with chicken liver pâté.
- Ribollita: A hearty bread-and-vegetable soup, perfect for cooler days.
- Cantucci with Vin Santo: Crunchy almond biscuits dipped in a sweet dessert wine.
- Osteria di Passignano: Located in a former monastery, this Michelin-starred restaurant offers exquisite Tuscan cuisine with an emphasis on local ingredients. The ambiance is charming, making it perfect for a special meal.
- Taverna Squarcialupi: A cozy and romantic atmosphere perfect for families and groups, located in Castellina. Offers a diverse menu with vegetarian options and local wines.
- Ristorante La Cantina: Situated in Greve in Chianti, this restaurant specializes in traditional Italian dishes, particularly pizza and antipasti platters. The cozy tavern-like setting features exposed brick and stone, creating an inviting atmosphere.
- Ristorante La Bottega del Borgo: A cut eatery in Castellina serving authentic Italian cuisine with a focus on local flavors. Known for its warm and kid-friendly ambiance.
- Beyond wine, savor Chianti’s olive oil, balsamic vinegar, and local specialties like Pecorino cheese, Pici pasta, and Stracotto al Chianti.
- Explore towns like Greve and Radda in Chianti; enjoy a coffee or aperitivo in a piazza while soaking up local life.
- Visit wineries early or late in the day to avoid crowds and enjoy a quieter, more personal experience.
- Wear comfy shoes and layered clothing for vineyard walks and changing weather conditions.
- Chat with winery staff; their stories and insights add depth to your tasting experience.
Frequently asked questions about taking a Chianti tour from Florence
How far is Chianti from Florence?
The distance between Florence and the Chianti region is approximately 35 kilometers (21 miles) by road. It's a 45 minutes - 1 hour drive.
What’s the best way to get from Florence to Chianti—train, bus, car, or tour?
The best way to reach Chianti from Florence depends on your preferences. While buses and trains are budget-friendly, they require changing stops and aren't that flexible. Renting a car gives you freedom to explore but can be tricky with rural roads. Tours are the most convenient option, offering round-trip transfers, vineyard visits, and meals, letting you relax while everything is taken care of.
How early should I book a Chianti tour, especially during peak season?
It's recommended to book your Chianti tour at least two weeks in advance during peak season (June to August) to ensure availability, especially for popular tours that include wine tastings and visits to multiple towns. During other seasons, booking 3 days to one week in advance is fine.
Can I customize my Chianti tour?
While the core itinerary is standardized to ensure you experience the best of Chianti, we offer a variety of permutations and combinations to suit your preferences. You can choose from top experiences like visiting specific wineries, exploring historic towns such as Siena and San Gimignano, or even adding a traditional Tuscan lunch. This flexibility allows you to tailor your day while still benefiting from a well-planned tour.
Are the vineyard visits suitable for families with children?
The Chianti region is known for its laid-back, family-oriented culture, making it a comfortable environment for families to enjoy wine tasting and local cuisine together. Although, do note that guests under 18 must be accompanied by an adult to book our tours. Many wineries in Chianti are family-friendly, offering activities like scavenger hunts, outdoor play areas, and educational components about winemaking. It is generally recommended that children be at least 5 years old to enjoy the experience.
Do I need to know Italian to enjoy a Chianti tour?
Most Chianti tours are conducted in English, and guides are usually multilingual. However, knowing a few basic Italian phrases can enhance your experience, especially in smaller towns and local markets.
What should I expect in terms of wine tasting etiquette?
When attending a wine tasting, it's essential to follow some basic etiquette to enhance your experience and show respect for the hosts. Avoid wearing strong fragrances that can overpower the wine's aromas. Hold your glass by the stem to avoid warming the wine and leaving fingerprints. Take your time to savor each sip, and feel free to use a spittoon if you're tasting multiple wines. Engage with the pourer to learn more about the wines, and cleanse your palate between tastings. It's also perfectly fine to spit out wine to keep your palate fresh and avoid intoxication. Dress smart-casual, wear comfortable shoes, and keep an open mind to discover new flavors.
Other day trips from Florence
Millions love heading out with us
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
Sujesh
United Stateslug, 2023
This tour is good value for the experience! Just the perfect duration and location. Personally we liked the Lornano Winery for its wine samples and Casale Dello Sparviero Winery for its scenic location. Castello Di Monteriggione, the final stop at top of the hills was a good break for some food and final photoshoot.
Reza our guide was fantastic!
From Florence: Siena and Chianti Day Trip with Dinner & Wine Tasting
Mara
United Statesnov, 2024
The tour guide and bus driver were so patient and nice as they waited for us to get on the bus since we were late due to transportation issues.
From Florence: Chianti Wine Tasting Tour
Natalia
Colombiadic, 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
United Statesset, 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
Portugalapr, 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