Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan …More

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan...

8 hours Hotel pickup offered
5.0 (10)
from
$227
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
$300
Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic …More

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic...

9 hours
4.9 (10)
from
$1,255
Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different …More

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different...

5 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$195
Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$221
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
$226
Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit …More

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit...

5 hours Free Cancellation
5.0 (10)
from
$296
Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation
5.0 (2)
from
$333
From Florence: Half-Day Chianti Wine Tasting & San Gimignano

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in …More

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in...

5 hours Free Cancellation
5.0 (4)
from
$91
Private Chianti Wine Tour

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Greve, the wine capital, is the most important of the …More

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Greve, the wine capital, is the most important of the...

8 hours Free Cancellation
5.0 (16)
from
$689
Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a …More

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a...

9 hours Hotel pickup offered Free Cancellation
5.0 (13)
from
$1,004
Tuscany off the beaten paths

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany …More

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany...

8 hours Free Cancellation
5.0 (10)
from
$217
Cinque Terre Private with the leaning tower Pisa from Florence

Cinque Terre is the star of the Italian Riviera, the five fishing villages are listed as UNESCO World Heritage Site. Riomaggiore, Manarola and Vernazza were …More

Cinque Terre is the star of the Italian Riviera, the five fishing villages are listed as UNESCO World Heritage Site. Riomaggiore, Manarola and Vernazza were...

9 hours Free Cancellation
5.0 (10)
from
$965
Private Shore Excursion Livorno Port "Discovery Pisa & Florence"

SUPER LUXURY MERCEDES VAN. What can you expect for Pisa & Florence?: Private Shore Excursion, full day tour which takes about 8 hrs, our driver …More

SUPER LUXURY MERCEDES VAN. What can you expect for Pisa & Florence?: Private Shore Excursion, full day tour which takes about 8 hrs, our driver...

8 hours Free Cancellation
4.9 (17)
from
$1,010
Discovering Chianti, e-bike tour - daily experience

Our tour is a captivating blend of adventure, art, history, natural beauty, and gastronomic delights. Our dedication and meticulous attention to detail set us apart. …More

Our tour is a captivating blend of adventure, art, history, natural beauty, and gastronomic delights. Our dedication and meticulous attention to detail set us apart....

6 hours Free Cancellation
5.0 (14)
from
$321
Cinque Terre Private Tour by minivan and ferry-boat from Lucca

Your full-day Cinque Terre Tour is a must when visiting Italy. Your knowledgeable Guide (if in the option) will show you the villages scattered along …More

Your full-day Cinque Terre Tour is a must when visiting Italy. Your knowledgeable Guide (if in the option) will show you the villages scattered along...

9 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$112
Siena and Chianti Wineries Excursion by Private Luxury Van from Florence

• Experience for your private group. • Explore the art, culture and medieval history of Italy in this private 8-hour Siena and Chianti countryside tour …More

• Experience for your private group. • Explore the art, culture and medieval history of Italy in this private 8-hour Siena and Chianti countryside tour...

8 hours Hotel pickup offered
4.9 (12)
from
$804
From Florence: Private Ferrari Museums Tour: Italy's motoring art excellence

Discover the world of Ferrari on a full-day immersive experience starting from Florence, with guaranteed departures and travel in a premium minivan. Begin at the …More

Discover the world of Ferrari on a full-day immersive experience starting from Florence, with guaranteed departures and travel in a premium minivan. Begin at the...

10 hours Hotel pickup offered Free Cancellation
4.1 (9)
from
$393
Private Tour: Chianti Winery, Montefioralle, and Greve in Chianti

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole …More

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole...

5 hours Free Cancellation
4.5 (24)
from
$138
Chianti & Supertuscan Tour 2 Wineries Small Group 8 people max from Florence

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you …More

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you...

6 hours Free Cancellation
5.0 (5)
from
$158
Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$1,095
Recent tour reviews
Activity name

Tuscany Tours
Attractions
Guides
Calendar