Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by …More

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by...

11 hours Free Cancellation
5.0 (41)
from
$175
Florence Fiat Topolino E Car Tour Chianti Wine and Lunch

Florence Fiat Topolino E-Car Tour in Chianti: drive a fully electric Fiat Topolino through the Tuscan countryside with winery visit, Chianti wine tasting, olive oil …More

Florence Fiat Topolino E-Car Tour in Chianti: drive a fully electric Fiat Topolino through the Tuscan countryside with winery visit, Chianti wine tasting, olive oil...

6 hours 30 minutes Free Cancellation
5.0 (41)
from
$118
Val d’Orcia Wine Tour with Lunch & Brunello from Florence

Immerse yourself in a day of art, culture, and wine. Ready for an unforgettable journey in Tuscany's breathtaking Val d'Orcia region. Taste Brunello wine, explore …More

Immerse yourself in a day of art, culture, and wine. Ready for an unforgettable journey in Tuscany's breathtaking Val d'Orcia region. Taste Brunello wine, explore...

12 hours Free Cancellation
4.3 (84)
from
$123
Private Pisa and Lucca Wine Tour from Florence

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own …More

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own...

8 hours Free Cancellation
4.8 (29)
from
$198
Pisa: Self-Guided Bike Tour to the Sea & Adventure Park

Leave the city behind and discover the Tuscan coast on this self-guided bike tour from Pisa to the sea. Follow our easy GPS-guided route along …More

Leave the city behind and discover the Tuscan coast on this self-guided bike tour from Pisa to the sea. Follow our easy GPS-guided route along...

5 hours Free Cancellation
5.0 (28)
from
$68
Full day guided tour of Saturnia and magical Tuscany

We will travel through Tuscan hills to arrive at the famous Terme di Saturnia! During the trip you will also see the beautiful Morellino di …More

Likely to Sell Out
Likely to Sell Out

We will travel through Tuscan hills to arrive at the famous Terme di Saturnia! During the trip you will also see the beautiful Morellino di...

7 to 8 hours Free Cancellation
4.8 (23)
from
$282
Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover …More

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover...

8 hours Hotel pickup offered Free Cancellation
4.8 (20)
from
$553
Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$139
The Best of Cinque Terre Small Group Tour from Lucca

Explore one of the most beautiful and stunning Italian landscapes in the world. The Cinque Terre, “Five Villages”, is a UNESCO World Heritage site with …More

Explore one of the most beautiful and stunning Italian landscapes in the world. The Cinque Terre, “Five Villages”, is a UNESCO World Heritage site with...

9 hours 30 minutes Free Cancellation
4.9 (110)
from
$191
Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine …More

Likely to Sell Out
Likely to Sell Out

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine...

8 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$837
Assisi & Perugia Day Trip from Florence with St. Francis Basilica

Escape the hustle of Florence and journey to Umbria’s most breathtaking gems: the medieval capital of Perugia and the mystical town of Assisi, nestled at …More

Escape the hustle of Florence and journey to Umbria’s most breathtaking gems: the medieval capital of Perugia and the mystical town of Assisi, nestled at...

11 hours Free Cancellation
4.3 (309)
from
$105
Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape, …More

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape,...

6 hours 30 minutes Free Cancellation
4.7 (56)
from
$135
Florence Great Chianti Wine and Olive Oil Trail with Lunch

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, …More

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region,...

7 hours Free Cancellation
4.9 (26)
from
$100
San Gimignano, Chianti, and Montalcino Day Trip from Siena

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards …More

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards...

11 hours Free Cancellation
4.5 (125)
from
$175
Exclusive Siena and San Gimignano Tour & Chianti Wine Experience

Board a comfortable, fully-equipped GT coach and set off to discover the wonders of Tuscany. The first stop of this small group tour will be …More

Board a comfortable, fully-equipped GT coach and set off to discover the wonders of Tuscany. The first stop of this small group tour will be...

10 hours 30 minutes Free Cancellation
4.9 (39)
from
$141
Vintage Fiat 500 Tour: Lunch and 2 Wine tastings in the Chianti

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti …More

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti...

7 hours Free Cancellation
4.6 (38)
from
$169
Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in …More

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in...

6 to 8 hours Free Cancellation
4.9 (85)
from
$258
Private Half-Day Tour of Pisa from Florence

Discover the wonders of Pisa on this unforgettable private day tour from Florence, traveling in comfort with your personal driver aboard a luxury Mercedes vehicle. …More

Discover the wonders of Pisa on this unforgettable private day tour from Florence, traveling in comfort with your personal driver aboard a luxury Mercedes vehicle....

5 hours Hotel pickup offered Free Cancellation
4.5 (32)
from
$97
Private Shore excursion from Livorno to Florence and Pisa

Explore Florence and Pisa in one seamless day with comfortable transport from Livorno. The journey begins with a scenic stop at Piazzale Michelangelo for panoramic …More

Explore Florence and Pisa in one seamless day with comfortable transport from Livorno. The journey begins with a scenic stop at Piazzale Michelangelo for panoramic...

8 hours Free Cancellation
4.6 (16)
from
$901
Florence Hop On Hop Off Shore Excursion from Livorno

Easily reach Florence from the port of Livorno and explore the city on board the City Sightseeing Firenze buses with the Hop-on Hop-off service! Optimize …More

Likely to Sell Out
Likely to Sell Out

Easily reach Florence from the port of Livorno and explore the city on board the City Sightseeing Firenze buses with the Hop-on Hop-off service! Optimize...

8 hours Free Cancellation
4.1 (43)
from
$74
From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting

Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, …More

Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history,...

14 hours Free Cancellation
5.0 (15)
from
$269
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