Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local …More

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local...

5 hours Hotel pickup offered
5.0 (5)
from
$305
Chianti to San Gimignano Bike Tour

If you like cycling and admiring beautiful landscapes we will take you from the most famous wine area in Tuscany to the fantastic hilltop town …More

If you like cycling and admiring beautiful landscapes we will take you from the most famous wine area in Tuscany to the fantastic hilltop town...

8 hours Free Cancellation
5.0 (2)
from
$303
Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the …More

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the...

8 hours Free Cancellation
4.9 (7)
from
$148
San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a …More

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a...

11 hours Free Cancellation
4.8 (9)
from
$158
Full Day Private Guided Tour to Assisi and Cortona from Florence

This excursion to Assisi and Cortona will bring you to discover two of the most beautiful cities in central Italy. The tour starts from your …More

This excursion to Assisi and Cortona will bring you to discover two of the most beautiful cities in central Italy. The tour starts from your...

10 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$157
San Gimignano Bike Tour (SOFT)

A peaceful bike ride from Chianti through Certaldo to the Etruscan town of San Gimignano. If you are not an avid cyclist and you just …More

A peaceful bike ride from Chianti through Certaldo to the Etruscan town of San Gimignano. If you are not an avid cyclist and you just...

8 hours Free Cancellation
5.0 (2)
from
$303
Discover Lucca and Pisa and Enjoy Buccellato Cake: Full Day Tour

Discover Pisa’s majestic Miracoli Square and its white marble masterpieces: the Cathedral, the Baptistery, the Monumental Graveyard and the world renowned Leaning Tower. Explore Lucca …More

Discover Pisa’s majestic Miracoli Square and its white marble masterpieces: the Cathedral, the Baptistery, the Monumental Graveyard and the world renowned Leaning Tower. Explore Lucca...

9 to 10 hours Free Cancellation
4.6 (11)
from
$173
Private Montepulciano Wine Experience with Lunch in Local Setting

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and …More

Immerse yourself in an unforgettable culinary journey through the picturesque hills of Val d'Orcia and Val di Chiana, where the charm of art, history, and...

4 to 5 hours
5.0 (1)
from
$474
E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in …More

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in...

7 hours 15 minutes Free Cancellation
4.7 (19)
from
$177
Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation
5.0 (5)
from
$95
San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered
5.0 (7)
from
$192
San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered
5.0 (8)
from
$192
San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours
5.0 (5)
from
$1,015
San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine …More

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine...

8 hours Free Cancellation
5.0 (6)
from
$213
Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation
5.0 (6)
from
$248
Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

11 hours 30 minutes Free Cancellation
5.0 (7)
from
$209
Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English …More

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English...

8 to 9 hours Free Cancellation
4.9 (9)
from
$869
Trekking on the roof of Tuscany

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude …More

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude...

5 to 6 hours Free Cancellation
4.9 (7)
from
$58
Villages of Chianti with lunch and tasting in Open Top Van

A fantastic private tour, to discover the medieval villages of Chianti. Thanks to our unique minivan specially modified to fully appreciate the landscape. Enjoy the …More

A fantastic private tour, to discover the medieval villages of Chianti. Thanks to our unique minivan specially modified to fully appreciate the landscape. Enjoy the...

7 to 8 hours Free Cancellation
5.0 (6)
from
$243
Pisa and Lucca Private Day Tour from Livorno Port

Discover Pisa and Lucca on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, …More

Discover Pisa and Lucca on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa,...

6 hours Free Cancellation
5.0 (9)
from
$564
Vinci: Leonardo's Origins & Aperitif in Vineyards Small Group

Be inspired by the life of Leonardo da Vinci, the genius of the Renaissance; Discover Leonardo's birthplace and museum in Vinci; Admire the green hills …More

Be inspired by the life of Leonardo da Vinci, the genius of the Renaissance; Discover Leonardo's birthplace and museum in Vinci; Admire the green hills...

5 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (8)
from
$107
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