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
$270
Chianti to San Gimignano E-bike Tour

A scenic ride along the Via Francigena to San Gimignano: the home of Vernaccia wine and world-renowned gelato. With our E-bikes you’ll make your way …More

A scenic ride along the Via Francigena to San Gimignano: the home of Vernaccia wine and world-renowned gelato. With our E-bikes you’ll make your way...

8 hours Free Cancellation
5.0 (1)
from
$356
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
$229
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
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
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
$862
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
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
$300
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
$339
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
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
$228
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
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
$402
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
$917
"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
$746
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