Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Cinque Terre Private full day tour from Livorno cruise port

Cinque Terre is a coastal area within Liguria. It lies in the west of La Spezia, and comprises five villages: Monterosso al Mare, Vernazza, Corniglia, …More

Cinque Terre is a coastal area within Liguria. It lies in the west of La Spezia, and comprises five villages: Monterosso al Mare, Vernazza, Corniglia,...

8 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$246
Private excursion from Florence to Siena - 5 hours

During this private open-air tour in a comfortable minivan, you will visit one of the most important city of Tuscany: Siena and have time to …More

During this private open-air tour in a comfortable minivan, you will visit one of the most important city of Tuscany: Siena and have time to...

5 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$119
Full-Day Pisa and Lucca Day Trip from Montecatini

Join an incredible daily tour to discover two beautiful cities of Tuscany region: Pisa and Lucca. Meet your expert tour leader in Piazzale Italia and …More

Join an incredible daily tour to discover two beautiful cities of Tuscany region: Pisa and Lucca. Meet your expert tour leader in Piazzale Italia and...

8 hours Free Cancellation
4.1 (22)
from
$73
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
$310
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
$307
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
$149
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
$160
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
$307
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
$174
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
$480
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
$179
Private day trip from Florence to Montepulciano, Siena and back

Embark on an enchanting private tour with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. This …More

Embark on an enchanting private tour with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. This...

7 to 8 hours Hotel pickup offered Free Cancellation
4.7 (3)
from
$165
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
$96
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
$193
Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation
4.7 (3)
from
$298
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
$195
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
$1,022
Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old …More

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old...

8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$637
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
$253
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
$211
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
$884
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