Chianti tours from Florence

Handpicked tours
Handpicked tours
Effortless planning
Effortless planning
Expert guides. Unique insights
Expert guides. Unique insights



Bus traveling through Chianti vineyards during wine tour from Florence.
Tourist enjoying wine tasting at Chianti Winery
Exterior view of the winery in Chianti
A tour escort waiting to meet tourist at the meeting point
Interior view of the wine storage facilities in Chianti
A tour escort giving information to tourists
View of wine and vineyard during Chianti Wine Tasting Tour
Bus traveling through Chianti vineyards during wine tour from Florence.
Tourist enjoying wine tasting at Chianti Winery
Exterior view of the winery in Chianti
A tour escort waiting to meet tourist at the meeting point
Interior view of the wine storage facilities in Chianti
A tour escort giving information to tourists
View of wine and vineyard during Chianti Wine Tasting Tour
Bus traveling through Chianti vineyards during wine tour from Florence.
Tourist enjoying wine tasting at Chianti Winery
Exterior view of the winery in Chianti
A tour escort waiting to meet tourist at the meeting point
Interior view of the wine storage facilities in Chianti
A tour escort giving information to tourists
View of wine and vineyard during Chianti Wine Tasting Tour
3.9(10)

From Florence: Chianti Wine Tasting Tour

from
€49
Free cancellation

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

Instant confirmation
Mobile ticket
5 hr. - 5 hr. 30 min.
Transfers included
Itinerary
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.

  • Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, the enchanting namesake of its famous Italian red.
  • Sample delicious wines at two Chianti Classico vineyards, and taste other signature products with some silky olive oil!
  • Learn how the production process works as you tour the historic cellars and fields in your chosen language, from a variety of options.
  • Soak in the Tuscan countryside dotted with farms and olive groves on this classic vinery experience.

The classic Tuscan experience – two vineyard visits with wine and fresh local munchies.

  • Board a comfortable AC bus from Florence for your wine-tasting trip to Chianti, the enchanting namesake of its famous Italian red.
  • Sample delicious wines at two Chianti Classico vineyards, and taste other signature products with some silky olive oil!
  • Learn how the production process works as you tour the historic cellars and fields in your chosen language, from a variety of options.
  • Soak in the Tuscan countryside dotted with farms and olive groves on this classic vinery experience.

Inclusions

  • Half-day trip around Chianti
  • Expert local guide in English, Italian or Spanish
  • Pick up from Florence
  • Round-trip AC bus transfer
  • 2 vineyard visits and wine tastings with snacks
  • Tip: You have the chance to buy authentic Tuscan products right at the source! Carry a little extra cash if you'd like to take home a treat.
  • 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.
Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Guests enjoying wine tasting in Chianti
Guests enjoying dinner during Chianti Half Day Wine Tasting Tour
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Guests enjoying wine tasting in Chianti
Guests enjoying dinner during Chianti Half Day Wine Tasting Tour
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Guests enjoying wine tasting in Chianti
Guests enjoying dinner during Chianti Half Day Wine Tasting Tour
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
NEW

From Florence: Siena and Chianti Day Trip with Dinner & Wine Tasting

from
€79
Free cancellation

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

Instant confirmation
Mobile ticket
7 hr.
Transfers included
Itinerary
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!

  • Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish.
  • Independently explore Siena, from its Gothic cathedral to the off-beat Santa Maria della Scala museum.
  • Make your way to a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines!

An afternoon in Siena followed by a delectable dinner and wine tasting in Chianti!

  • Cruise the 'Via Chiantigiana' on a cozy AC bus departing Florence, with friendly hosts onboard fluent in English or Spanish.
  • Independently explore Siena, from its Gothic cathedral to the off-beat Santa Maria della Scala museum.
  • Make your way to a rustic winery in the heart of Chianti, where traditional pasta and other seasonal dishes are accompanied by the perfect wines!

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
  • Tip: You can walk along the walls of the Medici Fortress in Siena for excellent views of the city and countryside.
  • 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.
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
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.
Aerial view of San Gimignano's medieval towers in Tuscany, Italy.
Exterior view of the Sienna Cathedral
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
San Gimignano towers, Siena cathedral, Monteriggioni walls, Chianti vineyards, day trip lunch, wine tasting.
Aerial view of Monteriggioni's medieval walls encircling the Tuscan village, Italy.
Aerial view of Chianti winery vineyards and rolling hills in Tuscany, Italy.
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
Aerial view of San Gimignano's medieval towers in Tuscany, Italy.
Exterior view of the Sienna Cathedral
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
San Gimignano towers, Siena cathedral, Monteriggioni walls, Chianti vineyards, day trip lunch, wine tasting.
Aerial view of Monteriggioni's medieval walls encircling the Tuscan village, Italy.
Aerial view of Chianti winery vineyards and rolling hills in Tuscany, Italy.
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
Aerial view of San Gimignano's medieval towers in Tuscany, Italy.
Exterior view of the Sienna Cathedral
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
San Gimignano towers, Siena cathedral, Monteriggioni walls, Chianti vineyards, day trip lunch, wine tasting.
Aerial view of Monteriggioni's medieval walls encircling the Tuscan village, Italy.
Aerial view of Chianti winery vineyards and rolling hills in Tuscany, Italy.
Mont St. Michel Abbey view with tourists exploring the historic site on a full-day tour from Paris.
4.1(834)

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

from
€79
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
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 Siena, San Gimignano, and Chianti with lunch and wines included!

  • 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 Siena, San Gimignano, and Chianti with lunch and wines included!

  • 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
  • Vineyard visit, wine tasting, and lunch in Chianti
  • Guided tour of Siena city center (if selected)
  • Guided tour of Siena Cathedral and city center (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.
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(3.9K)

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
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.
Guests exploring wine celler in Chianti
A female guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
A male guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
Guests having lunch in Tuscany
Guests having lunch in Tuscany
Olive oil tasting session in Chianti, Italy with various oils and bread samples.
Chianti vineyard tour with wine and olive oil tasting experience.
Guests having lunch in Tuscany
Minivan transfer from Tokyo during visit to Harry Potter Studios
Guests exploring wine celler in Chianti
A female guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
A male guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
Guests having lunch in Tuscany
Guests having lunch in Tuscany
Olive oil tasting session in Chianti, Italy with various oils and bread samples.
Chianti vineyard tour with wine and olive oil tasting experience.
Guests having lunch in Tuscany
Minivan transfer from Tokyo during visit to Harry Potter Studios
Guests exploring wine celler in Chianti
A female guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
A male guide giving information to guests during Guided Immersive Wine & Olive Oil Experience in Chianti
Guests having lunch in Tuscany
Guests having lunch in Tuscany
Olive oil tasting session in Chianti, Italy with various oils and bread samples.
Chianti vineyard tour with wine and olive oil tasting experience.
Guests having lunch in Tuscany
Minivan transfer from Tokyo during visit to Harry Potter Studios
NEW

From Florence: Chianti Wine & Olive Oil Tasting Semi-Private Tour with Lunch

from
€149
Free cancellation

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

Instant confirmation
Mobile ticket
7 hr.
Transfers included

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.
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(2K)

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

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.
FlorenceFlorence To Chianti Tours

Things to know before booking a Chianti tour from Florence

  • Almost all major wineries in Chianti include wine tasting only as part of a vineyard tour. While you can often book on-site, it’s a good idea to check if reservations are required, especially if you plan to visit specific wineries.
  • Many smaller, family-run wineries may not accommodate walk-ins, so booking in advance ensures you won’t miss out on a tasting experience. These tours provide valuable insights into the winemaking process and the region’s history.
  • Chianti isn’t easily accessible by public transport—trains don’t reach the area, and buses aren’t ideal for vineyard visits. While self-driving offers flexibility, the roads are narrow and parking is limited in small towns. Organized tours are a stress-free option, with convenient round-trip transfers from Florence.
  • Chianti isn’t just about wine—it’s also known for its delicious cuisine and high-quality extra virgin olive oil. Make the most of your visit! Some tours include elaborate 4 or 5-course traditional Tuscan lunches or dinners paired with wine, while others focus solely on tastings. Be sure to check if lunch is included, especially for longer tours. You can also visit an olive oil mill to see the production process and sample fresh oil. It’s a memorable cultural experience!
  • While semi-private tours are pricier, they come with perks like a more personalized experience, smaller groups (8-10 people), luxury transportation, gourmet lunches, and exclusive tastings.
  • For those seeking a more budget-friendly experience, there are half-day tours starting from around €48. These are perfect if you’re short on time or looking for a more basic introduction to Chianti’s wine culture.
  • Looking for a quick getaway or a full-day adventure? We've got tours for you! Options range from 5-hour wine tastings to 11-hour day trips that include Siena, San Gimignano, and Chianti. For a more well-rounded Tuscan experience, check out the tours that include Pisa and the famous Leaning Tower!
  • Please note, our Chianti tours include wine tasting, so they're not suitable for those under 18. If you're under 18, you'll need an accompanying adult.

Booking guide: Chianti tour from Florence

Experiences
Vineyard tour
Mode of transfer
Meals
Additional features
Tickets from

Chianti Wine Tasting Tour (5 - 5.5 hr.)

AC Bus

2 vineyard visits and wine tastings with snacks

Siena and Chianti Day Trip with Dinner & Wine Tasting (7 hr.)

AC Bus

Free time in Siena

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.

Other stops on your Florence to Chianti day trip

Best time to take a Chianti tour from Florence 

Peak vs. Non-peak times

Chianti's peak tourist season is from June to August, attracting crowds for its great weather and wine festivals, especially in towns like Greve and San Gimignano. For a more relaxed visit, consider the shoulder seasons of spring (March to May) or fall (September to November), when the crowds thin, and the landscapes shine. 

For a vibrant vineyard experience, visit during the grape harvest season from September to October, when you might even join in the harvest.

Climate considerations

For the best weather, visit Chianti between April-June or September-October, when temperatures range from 15°C to 25°C (59°F to 77°F). These months provide comfortable conditions for exploring vineyards and towns, with spring blooms or autumn colors adding to the scenic beauty. Summer can be hot, with temperatures over 30°C (86°F), making outdoor activities less comfortable.

Best 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.