Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour. …More

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour....

8 hours Free Cancellation
5.0 (4)
from
$223
Wine Tour Bolgheri Half Day Shore Excursion from Livorno Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Livorno to the countryside of Bolgheri. Your English-speaking driver/guide will take you from …More

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Livorno to the countryside of Bolgheri. Your English-speaking driver/guide will take you from...

9 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$851
Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered
5.0 (2)
from
$271
Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes …More

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes...

10 hours Hotel pickup offered
5.0 (3)
from
$271
Private E-bike Tour in Chianti from Florence

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...

7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$298
Private Classic Wine Tour in Chianti from Florence

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make …More

Chianti Classico is more than just wine—it’s a way of life. On this tour, you will discover the passion, history, and unique terroir that make...

7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$298
Private San Gimignano Wine Tour from Livorno Port

Indulge yourself with a pleasant trip to the medieval cities of San Gimignano and Volterra. Admire the Tuscan countryside and take lovely pictures of the gently …More

Indulge yourself with a pleasant trip to the medieval cities of San Gimignano and Volterra. Admire the Tuscan countryside and take lovely pictures of the gently...

9 hours
5.0 (4)
from
$970
Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$334
San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the …More

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the...

9 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$226
Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small …More

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small...

6 hours Free Cancellation
5.0 (3)
from
$214
Private Wine Safari! Off-Road, Lunch in Winery in Tuscany!

Release your inner WHINO and join us for a wine safari in the heart of Tuscany! On our tour, you will indulge your senses with …More

Release your inner WHINO and join us for a wine safari in the heart of Tuscany! On our tour, you will indulge your senses with...

5 hours Free Cancellation
5.0 (3)
from
$224
Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you …More

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you...

8 to 9 hours
5.0 (3)
from
$355
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
$632
Sunset VIP Chianti wine tour

Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you …More

Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you...

4 to 5 hours Free Cancellation
5.0 (4)
from
$395
Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$916
"Dolce Vita" in Chiantishire

A beautiful tour to discover Chianti Classico and its secrets with the only electric mini moke in Tuscany, you will have the opportunity to admire …More

A beautiful tour to discover Chianti Classico and its secrets with the only electric mini moke in Tuscany, you will have the opportunity to admire...

5 to 6 hours
5.0 (2)
from
$733
Bolgheri Wine Tour from Lucca

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will …More

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will...

8 hours Hotel pickup offered
5.0 (2)
from
$992
Montalcino and Brunello Wine Private Tour

- Very knowledgeable drivers with explanation about wine, food and general history of the area. - Visit the picturesque town of Montalcino in the Val …More

- Very knowledgeable drivers with explanation about wine, food and general history of the area. - Visit the picturesque town of Montalcino in the Val...

9 hours Free Cancellation
5.0 (2)
from
$1,016
Pisa, Florence and Tuscany

Enjoy the highlights of Pisa and Florence together with our professional driver! Directly from your accommodation a full day tour by a comfortable Mercedes vehicle! …More

Enjoy the highlights of Pisa and Florence together with our professional driver! Directly from your accommodation a full day tour by a comfortable Mercedes vehicle!...

9 hours Hotel pickup offered
5.0 (4)
from
$1,105
Day trip to Florence and Pisa from Livorno

Spend a day in Tuscany visiting the most famous tower in the world, the Tower of Pisa and the city of Florence known as "the …More

Spend a day in Tuscany visiting the most famous tower in the world, the Tower of Pisa and the city of Florence known as "the...

8 hours Free Cancellation
5.0 (3)
from
$1,128
Florence Private Day Trip to Pisa and Lucca

A customized day trip of Pisa and Lucca for the discerning traveler seeking an authentic Italian experience on a small group tour with only the …More

A customized day trip of Pisa and Lucca for the discerning traveler seeking an authentic Italian experience on a small group tour with only the...

9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,039
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