Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Private Ebike Tour in Chianti

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors …More

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors...

6 hours Free Cancellation
5.0 (4)
from
$274
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
$305
Private tour Wine and cheese a perfect combinations val 'Orcia

Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a …More

Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a...

8 to 9 hours Hotel pickup offered Free Cancellation
4.6 (7)
from
$320
Florence and Pisa Private 8 hours Tour from Livorno cruise port

Make the most of your time ashore with this private 8-hour excursion from Livorno to Florence and Pisa. Your driver will pick you up directly …More

Make the most of your time ashore with this private 8-hour excursion from Livorno to Florence and Pisa. Your driver will pick you up directly...

8 hours Free Cancellation
5.0 (3)
from
$230
Private Tour to Pisa and Lucca from Livorno cruise port

Discover this 2 wonderful Tuscan cities with a local driver/guide and enjoy the beautiful sights of these unique cities. Pisa it is the most famous …More

Discover this 2 wonderful Tuscan cities with a local driver/guide and enjoy the beautiful sights of these unique cities. Pisa it is the most famous...

8 hours Free Cancellation
5.0 (2)
from
$216
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
$306
Livorno port to Cinqueterre villages

Livorno or La Spezia port of call for a full day 10 hours to Cinqueterre park. We show why Cinqueterre is so famous. We suggest …More

Livorno or La Spezia port of call for a full day 10 hours to Cinqueterre park. We show why Cinqueterre is so famous. We suggest...

10 hours Free Cancellation
4.7 (9)
from
$1,443
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
$166
Wine tour and lunch in Lucca area

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also …More

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$402
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
$226
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
$865
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
$272
Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its …More

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$281
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
$276
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
$303
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
$299
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
$982
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
$340
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
$227
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
$217
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
$362
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