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Book the Best of Chianti Tours and Experiences

Expert guides. Unique insights.
Expert guides. Unique insights.
Tours in multiple languages
Tours in multiple languages
Top experiences in Florence
Top experiences in Florence
























Vineyards and rolling hills in Chianti, Tuscany, showcasing a classic Italian landscape.
Chianti vineyard with wine glasses and bottles for tasting tour in Tuscany, Italy.
Exterior view of the winery in Chianti
Chianti vineyard with rows of grapevines under a clear sky in Tuscany, Italy.
Vineyards and rolling hills in Chianti region, Italy.
Chianti winery tour with vineyards and rustic farmhouse in Tuscany, Italy.
View of wine and vineyard during Chianti Wine Tasting Tour
Vineyards and rolling hills in Chianti, Tuscany, showcasing a classic Italian landscape.
Chianti vineyard with wine glasses and bottles for tasting tour in Tuscany, Italy.
Exterior view of the winery in Chianti
Chianti vineyard with rows of grapevines under a clear sky in Tuscany, Italy.
Vineyards and rolling hills in Chianti region, Italy.
Chianti winery tour with vineyards and rustic farmhouse in Tuscany, Italy.
View of wine and vineyard during Chianti Wine Tasting Tour
Vineyards and rolling hills in Chianti, Tuscany, showcasing a classic Italian landscape.
Chianti vineyard with wine glasses and bottles for tasting tour in Tuscany, Italy.
Exterior view of the winery in Chianti
Chianti vineyard with rows of grapevines under a clear sky in Tuscany, Italy.
Vineyards and rolling hills in Chianti region, Italy.
Chianti winery tour with vineyards and rustic farmhouse in Tuscany, Italy.
View of wine and vineyard during Chianti Wine Tasting Tour
4.1(15)

From Florence: Chianti Wine Tasting Tour

from €55
€44

20% off

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
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 scenic estate visits with regional pairings and local bites.

  • Everything you get: Hop aboard a comfortable AC bus from Florence and head into the heart of Chianti. Visit two charming Chianti Classico estates and sample some of the region’s most iconic flavors, from silky olive oil to artisanal delicacies. Explore the historic cellars and scenic fields as you learn how these timeless traditions come to life, with a guide in your preferred language.
  • Why choose this: Unwind in the Tuscan countryside and experience time-honored regional tastings in a landscape filled with rolling vineyards, rustic farms, and olive groves.

The classic Tuscan experience – two scenic estate visits with regional pairings and local bites.

  • Everything you get: Hop aboard a comfortable AC bus from Florence and head into the heart of Chianti. Visit two charming Chianti Classico estates and sample some of the region’s most iconic flavors, from silky olive oil to artisanal delicacies. Explore the historic cellars and scenic fields as you learn how these timeless traditions come to life, with a guide in your preferred language.
  • Why choose this: Unwind in the Tuscan countryside and experience time-honored regional tastings in a landscape filled with rolling vineyards, rustic farms, and olive groves.

Inclusions

  • Assistance at the meeting point
  • Transport by air conditioned bus with Wi-Fi on board
  • Licensed tour escort
  • Wine tasting
  • This experience is not accessible by wheelchair and pram/strollers.
  • Drinks will not be served to 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
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Snapshots from our guests
4.1
15 ratings
6
6
2
0
1
  • Ireland
  • United States
  • Brazil
  • United Kingdom
  • Canada
  • Spain
  • Turkey
  • Australia
  • India
Guests from Ireland, United States, Brazil and over 9 countries have loved this experience
What our guests say
reviewer
Nelson
Jun 2025Verified booking
5/5

We had an amazing time! Our host (Amari?) did a great job explaining some of the history of the city as we travelled through Florence and into Tuscany. The driver did a great job getting us there safely and in great time. The vineyards were both top notch with friendly staff, beautiful vineyards and delicious wines. Would definitely book another excursion and even this same one again! Thank you.

review media 0
reviewer
Jerome
Jun 2025Verified booking
4/5

Great host, informative and delicious!

reviewer
Patricia
Apr 2025Verified booking
4/5

Martina was an engaging hostess. It was a well run tour and ticked all our expectations

reviewer
Timothy
Jun 2025Verified booking
4/5

reviewer
Caio
May 2025Verified booking
5/5

reviewer
Gunes
Apr 2025Verified booking
1/5

reviewer
Mara
Nov 2024Verified booking
5/5

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.

reviewer
CLAUDIO
Oct 2024Verified booking
4/5

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

reviewer
Sabire
Oct 2024Verified booking
4/5

Butique winery visit was indeed great!

reviewer
Michael
Sep 2024Verified booking
5/5

Comfortable and pleasant presentation both vinyards

reviewer
Joanne
Sep 2024Verified booking
5/5

reviewer
William
Sep 2024Verified booking
3/5

reviewer
Vardaan
Aug 2024Verified booking
5/5

reviewer
Hariom
Jun 2024Verified booking
3/5

reviewer
Adriana
Apr 2024Verified booking
4/5

Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Santa Maria della Scala museum entrance in Siena, Italy, showcasing historic architecture.
view from AC bus traveling through Via Chiantigiana, Tuscany, with scenic vineyards and rolling hills in the background.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Vineyard landscape in Chianti, Italy with rows of grapevines and rolling hills.
Group toasting with wine glasses at a vineyard in Tuscany, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Rolling hills and vineyards in the Tuscan landscape, Italy.
Rows of grapevines in a Tuscany vineyard with rolling hills in the background.
AC bus transfer during Acropolis & Parthenon Guided Tour
Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Santa Maria della Scala museum entrance in Siena, Italy, showcasing historic architecture.
view from AC bus traveling through Via Chiantigiana, Tuscany, with scenic vineyards and rolling hills in the background.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Vineyard landscape in Chianti, Italy with rows of grapevines and rolling hills.
Group toasting with wine glasses at a vineyard in Tuscany, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Rolling hills and vineyards in the Tuscan landscape, Italy.
Rows of grapevines in a Tuscany vineyard with rolling hills in the background.
AC bus transfer during Acropolis & Parthenon Guided Tour
Siena Cathedral facade with intricate Gothic architecture and detailed sculptures, Siena, Italy.
Santa Maria della Scala museum entrance in Siena, Italy, showcasing historic architecture.
view from AC bus traveling through Via Chiantigiana, Tuscany, with scenic vineyards and rolling hills in the background.
Chianti vineyard landscape during wine tasting tour in Tuscany, Italy.
Vineyard landscape in Chianti, Italy with rows of grapevines and rolling hills.
Group toasting with wine glasses at a vineyard in Tuscany, Italy.
Siena landscape with vineyards during Chianti Half Day Wine Tasting Tour.
Rolling hills and vineyards in the Tuscan landscape, Italy.
Rows of grapevines in a Tuscany vineyard with rolling hills in the background.
AC bus transfer during Acropolis & Parthenon Guided Tour
NEW

From Florence: Siena and Chianti Day Trip with Dinner & Regional Pairings

from €79
€63.20

20% 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
7 hr
Transfers included
Meals 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

Explore Siena’s medieval charm and indulge in the flavors of Chianti on a laid-back Tuscan escape.

  • Day out to Siena and the Chianti countryside with round-trip transfers from Florence.
  • You’ll get Independent time in Siena, a visit to a traditional Chianti estate, and a Tuscan dinner with expertly paired local pours.
  • Siena: Wander through Piazza del Campo and marvel at the Gothic Cathedral on your own time.
  • Chianti Winery: Tour a rustic estate, sample signature regional blends, and enjoy a countryside dinner of local dishes.

Explore Siena’s medieval charm and indulge in the flavors of Chianti on a laid-back Tuscan escape.

  • Day out to Siena and the Chianti countryside with round-trip transfers from Florence.
  • You’ll get Independent time in Siena, a visit to a traditional Chianti estate, and a Tuscan dinner with expertly paired local pours.
  • Siena: Wander through Piazza del Campo and marvel at the Gothic Cathedral on your own time.
  • Chianti Winery: Tour a rustic estate, sample signature regional blends, and enjoy a countryside dinner of local dishes.

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

Exclusions

  • Personal purchases
  • Hotel transfers
  • 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 tours are available by default. A minimum of 4 participants is required to book an excursion in Italian, Portuguese, or French.
  • Comfortable shoes are recommended.
  • Minors below the age of 18 will not be served drinks.
  • 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 Local Flavors Experience

from €75
€60

20% 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

A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.

  • Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
  • You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
  • Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
  • San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with local delicacies and curated sips.

A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.

  • Day out to the medieval gems of Siena and San Gimignano before heading to a charming Chianti countryside estate.
  • You’ll get round-trip coach transfers, a guided tour of Siena, free time in San Gimignano, and a countryside meal with regional pairings.
  • Siena: Join a guided tour of Piazza del Campo and admire the Palazzo Pubblico and Mangia Tower.
  • San Gimignano & Chianti: Stroll San Gimignano’s UNESCO-listed lanes at your pace, then unwind at a Chianti estate with local delicacies and curated sips.

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.
  • Your safety is our priority. Drinks are not served for guests under the age of 18 years.
  • Minors 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.
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(840)

From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Curated Countryside Sips

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

Three Tuscan treasures, one unforgettable day—Siena, San Gimignano & Chianti with lunch.

  • Day out to Siena, San Gimignano, and a Chianti countryside estate from Florence, all in one day.
  • You’ll get round-trip AC coach travel, independent sightseeing, a traditional 3-course lunch, and regional tastings.
  • Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
  • Chianti & Monteriggioni: Savor a countryside meal with handpicked pairings in Chianti. If you're traveling in season, enjoy a stop at the hilltop hamlet of Monteriggioni.
  • Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.

Three Tuscan treasures, one unforgettable day—Siena, San Gimignano & Chianti with lunch.

  • Day out to Siena, San Gimignano, and a Chianti countryside estate from Florence, all in one day.
  • You’ll get round-trip AC coach travel, independent sightseeing, a traditional 3-course lunch, and regional tastings.
  • Siena & San Gimignano: Wander Siena’s historic streets on your own and admire San Gimignano’s medieval skyline, known as the 'Manhattan of the Middle Ages'.
  • Chianti & Monteriggioni: Savor a countryside meal with handpicked pairings in Chianti. If you're traveling in season, enjoy a stop at the hilltop hamlet of Monteriggioni.
  • Upgrades: Opt for a guided walking tour of Siena and entry to the grand Siena Cathedral for deeper insight.

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
  • Typical 3-course Tuscan lunch
  • Tasting of 3 Chianti regional specialties and 'vin santo'
  • Guided tour of Siena city center (as per option selected)
  • Entry to Siena Cathedral and Piccolomini Library (as per option 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.
  • The wine tasting experience is restricted for guests under the age of 18 years.
  • Guests under 18 can join the tour if they are each accompanied by at least one adult.
  • Guests who have opted to visit the Siena Cathedral must wear clothing that covers the knees and shoulders.
  • Please note that the order of visits is subject to change.
  • 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
840 ratings
527
132
23
46
112
  • United States
  • United Kingdom
  • Colombia
  • Canada
  • Australia
  • Brazil
  • Costa Rica
  • Belgium
Guests from United States, United Kingdom, Colombia and over 8 countries have loved this experience
What our guests say
reviewer
Mihnea
Jun 2025Verified booking
5/5

Our hosts Ilaria & Martina were friendly and well prepared with useful information about the places we visited during our trip. We loved all the cities, castles and nature we saw during that day and will be happy to come again for another tour.

reviewer
Amanda
Jun 2025Verified booking
5/5

reviewer
Robin
May 2025Verified booking
4/5

reviewer
Milagro
May 2025Verified booking
5/5

reviewer
Maria
Apr 2025Verified booking
4/5

reviewer
Jose
Mar 2025Verified booking
5/5

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
Rozita
Nov 2024Verified booking
5/5

reviewer
Andrew
Nov 2024Verified booking
5/5

reviewer
Traci-Ann
Nov 2024Verified booking
5/5

reviewer
Rebecca
Oct 2024Verified booking
5/5

reviewer
Cláudo
Oct 2024Verified booking
4/5

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
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
3/5

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
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

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(3,892)

From Florence: Pisa, San Gimignano, Siena & Chianti Day Trip with Lunch & Tuscan Tastings

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 Pisa, San Gimignano & Siena in a single day—iconic sights, Tuscan charm, and a hearty lunch.

  • Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
  • You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
  • Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
  • Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
  • Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.

See Pisa, San Gimignano & Siena in a single day—iconic sights, Tuscan charm, and a hearty lunch.

  • Day out to: the Leaning Tower of Pisa, scenic San Gimignano, and historic Siena from Florence.
  • You’ll get round-trip coach transfers, time to explore each destination, and a traditional Tuscan lunch with curated local pours.
  • Pisa & San Gimignano: Snap photos at the Leaning Tower in Pisa and enjoy a countryside lunch paired with regional flavors in San Gimignano.
  • Siena: Wander medieval alleyways, bustling piazzas, and Gothic landmarks in the heart of Siena.
  • Upgrades: Enhance your visit with a guided walking tour of Siena and optional entry to its iconic cathedral.

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 local blends in San Gimignano
  • Guided tour of Siena city center (as per option selected)
  • Guided tour of Siena Cathedral and city center (as per option selected)

Exclusions

  • Hotel transfers
  • Personal expenses
  • 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 18 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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4.4
3,892 ratings
2.6K
854
84
77
234
  • United States
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  • Argentina
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  • Armenia
  • Portugal
  • Chile
  • Cayman Islands
  • Peru
Guests from United States, India, Brazil and over 18 countries have loved this experience
What our guests say
reviewer
Shailesh
May 2025Verified booking
5/5

This was truly a quintessential journey through the Tuscany region of Italy. The itinerary was thoughtfully paced—despite being a long day trip, it included just the right amount of travel time to relax and even catch a nap. Our stop in Pisa offered just enough time to snap some great photos and pick up a few souvenirs. The highlight, however, was San Gimignano, where we indulged in exceptional wine and food tastings. The table setting was flawless, and our host did a fantastic job explaining each course. I highly recommend opting for the food tasting experience—it was delightful, even for vegetarians like us, and we enjoyed a hearty, satisfying lunch. Although our time in Siena felt a bit short (as is often the case with day trips), we thoroughly enjoyed everything we saw and experienced. If I had the chance to do it all over again, I’d choose this day trip without hesitation—for the variety it offers and the comfort with which it’s delivered.

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
Mrs
Jun 2025Verified booking
5/5

reviewer
Sylvia
May 2025Verified booking
5/5

reviewer
Nardelia
May 2025Verified booking
5/5

reviewer
Samuel
May 2025Verified booking
5/5

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

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
evangelina
Jun 2025Verified booking
2/5

reviewer
Abhishek
Mar 2025Verified booking
4/5

reviewer
Sherley
Feb 2025Verified booking
4/5

reviewer
Erika
Jan 2025Verified booking
5/5

reviewer
Samarth
Jan 2025Verified booking
5/5

reviewer
Noor
Jan 2025Verified booking
5/5

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
Kayhan
Oct 2024Verified booking
5/5

Perfect tour perfect guide, super

reviewer
Fernando
Jan 2025Verified booking
5/5

Leaning Tower of Pisa and Pisa Cathedral at Square of Miracles, Pisa, Italy.
Pisa's Primate Metropolitan Cathedral of Santa Maria Assunta with tourists exploring the historic site.
Interior of Romanesque Nave of Pisa cathedral
Bell in tower of Pisa, Italy
Young girl looking out bus window at Pisa's Leaning Tower en route to Florence.
Ponte Vecchio, Florence
Bronze wild boar in market of Florence
Italian leather bags at Mercato Nuovo, Florence
Jewllery in Ponte Vecchio market, Florence
Leaning Tower of Pisa and Pisa Cathedral at Square of Miracles, Pisa, Italy.
Pisa's Primate Metropolitan Cathedral of Santa Maria Assunta with tourists exploring the historic site.
Interior of Romanesque Nave of Pisa cathedral
Bell in tower of Pisa, Italy
Young girl looking out bus window at Pisa's Leaning Tower en route to Florence.
Ponte Vecchio, Florence
Bronze wild boar in market of Florence
Italian leather bags at Mercato Nuovo, Florence
Jewllery in Ponte Vecchio market, Florence
Leaning Tower of Pisa and Pisa Cathedral at Square of Miracles, Pisa, Italy.
Pisa's Primate Metropolitan Cathedral of Santa Maria Assunta with tourists exploring the historic site.
Interior of Romanesque Nave of Pisa cathedral
Bell in tower of Pisa, Italy
Young girl looking out bus window at Pisa's Leaning Tower en route to Florence.
Ponte Vecchio, Florence
Bronze wild boar in market of Florence
Italian leather bags at Mercato Nuovo, Florence
Jewllery in Ponte Vecchio market, Florence
4.8(10)

From Rome: Pisa and Florence Day Trip

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
14 hr
Audio guide
Transfers included
Itinerary
Timeline
Map
START POINT

Tiburtina Station

Board your comfortable AC coach and meet your travel mates at this central locale before setting off to Pisa.

360 km

4 hours 20 minutes

1

Pisa

90 min

1 attractions

Get free time to walk, sightsee and click fascinating pics at this city known for its iconic Leaning Tower.

Nearby things to do

passby-image
Square of Miracles
45 min walk

98 km

90 minutes

2

Florence

150 min

1 attractions

Take your time exploring the birthplace of the Renaissance, home to Michelangelo’s 'David' and the Santa Maria del Fiore Cathedral.

Nearby things to do

passby-image
Cathedral Square
4 min walk

280 km

3 hours 20 minutes

3

END POINT

Tiburtina Station

Pisa's charm and Florence's artistry in one seamless trip with a guided commentary and AC transfers.

  • In Rome and in the mood for a round-trip up the north of Italy? Head to Pisa and Florence on a full-day adventure.
  • Sort your travel and stretch out those legs on spacious AC transfers. Learn as you go from a bilingual expert on board.
  • Pisa invites you to walk its streets, explore the Piazza Dei Miracoli, and pose with its Leaning Tower.
  • At Florence, see the double-layered Vecchio bridge and rub the nose of Il Porcellino at Mercato Square for good luck!
  • Upgrade for an audio guide in Florence and get an in-depth idea of all the sights around, like Brunelleschi’s dome.

Pisa's charm and Florence's artistry in one seamless trip with a guided commentary and AC transfers.

  • In Rome and in the mood for a round-trip up the north of Italy? Head to Pisa and Florence on a full-day adventure.
  • Sort your travel and stretch out those legs on spacious AC transfers. Learn as you go from a bilingual expert on board.
  • Pisa invites you to walk its streets, explore the Piazza Dei Miracoli, and pose with its Leaning Tower.
  • At Florence, see the double-layered Vecchio bridge and rub the nose of Il Porcellino at Mercato Square for good luck!
  • Upgrade for an audio guide in Florence and get an in-depth idea of all the sights around, like Brunelleschi’s dome.

Inclusions

  • Full-day trip around Pisa and Florence
  • Live onboard commentary in English and Spanish
  • Pick-up from Rome
  • Round-trip AC bus or coach transfers
  • Audio guide in English and Spanish at Florence (optional)

Exclusions

  • Guided tour in Pisa and Florence
  • Tip: Ask the live commentator for suggestions on where to find the best gelato during your time in Florence.
  • This experience is not accessible by wheelchair and pram/strollers.
  • Choose safety and comfort: This experience is not the best fit for those with back issues and mobility impairments.
  • 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
4.8
10 ratings
8
2
0
0
0
  • Australia
  • Canada
  • Mexico
  • South Africa
  • United States
  • Philippines
  • Peru
Guests from Australia, Canada, Mexico and over 7 countries have loved this experience
What our guests say
reviewer
Maria
Apr 2025Verified booking
5/5

Aaron and the driver were amazing and kind. Aaron answered all questions, shared very good recommendations of where to go and what to do during this trip. I loved the communication, how he sent message an hour before the trip and how he sent the link to the meeting point. I hope to use amigo tour on other trips. Highly recommended.

View original review in Spanish

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reviewer
Katryn
May 2025Verified booking
5/5

Our tour guide Aaron and his driver Miro are the best!!!

reviewer
Antonio
May 2025Verified booking
4/5

reviewer
Roxana
May 2025Verified booking
5/5

reviewer
Ebrahim
Oct 2024Verified booking
5/5

Good tour guide and effecient driver. Well informed and speaks well in English and Italian. very friendly and approachable, really caring personality.

reviewer
Natzimy
Dec 2024Verified booking
5/5

reviewer
timothy
Dec 2024Verified booking
5/5

reviewer
Sajan
Sep 2024Verified booking
4/5

Trip was long but very well put together. The tour guide was good and explained the history of each place well. Tour was a mix of English and Spanish which was hard to follow at times. We expected more information about places visited but due to the timings it was overall a good tour and would recommend it to others. Be prepared for a full 14 hour tour.

reviewer
FATMAH
Jul 2024Verified booking
5/5

Loved the city's , organized tour , professional guides.

reviewer
Michael
Jul 2024Verified booking
5/5

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 Countryside & Olive Grove Semi-Private Tour with Lunch & Gourmet Pairings

from €119
€101.15

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
7 hr
Transfers included
Meals included

Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.

  • Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
  • You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
  • Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
  • Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
  • Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.

Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.

  • Day out to Chianti from Florence with stops at wineries, an olive oil mill, and a traditional countryside lunch.
  • You’ll get Round-trip transfers, expert-led tastings at three estates, a visit to an olive mill, and a Tuscan lunch with regional pairings.
  • Chianti Estates: Visit three unique wineries, explore scenic vineyards and cellars, and enjoy curated pours guided by in-house experts.
  • Olive Mill & Village Views: Stop at a local olive oil mill and take in charming views near a traditional Tuscan village.
  • Upgrades: Enjoy smaller group sizes and enhanced sommelier-led sessions for a more personalized tasting experience.

Inclusions

  • Florence pick up
  • Small-group day trip around Chianti
  • 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

Exclusions

  • Hotel transfers
  • Personal expenses
  • 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.
  • For safety reasons, guests under 18 are not permitted to take part in the tasting experience.
  • Guests under 18 can join the tour if they are each accompanied by at least one adult.
  • Please inform in advance if you have any food allergies or intolerances. Vegetarian needs can also be accommodated with prior notice.
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.