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Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Cinque Terre Day Trips From Florence Sunshine and Discovery

Cinque Terre is an absolute must-see while you are studying abroad or traveling in Italy! The five towns are filled with colorful homes, cobalt-blue sea, …More

Cinque Terre is an absolute must-see while you are studying abroad or traveling in Italy! The five towns are filled with colorful homes, cobalt-blue sea,...

12 hours 30 minutes Free Cancellation
4.9 (26)
from
$131
The Best of Cinque Terre Small Group Tour from Viareggio

Explore Cinque Terre with rare flora and small villages that hug the coastline. Plenty of time to swim, enjoy lunch, taste home-made Italian gelato. Our …More

Explore Cinque Terre with rare flora and small villages that hug the coastline. Plenty of time to swim, enjoy lunch, taste home-made Italian gelato. Our...

9 hours Free Cancellation
4.8 (24)
from
$193
Siena and San Gimignano Tour from Florence

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations, …More

A full and relaxing day visiting the most beautiful attractions in the countryside outside of Florence, get an introduction of our lifestyle, explore amazing locations,...

8 to 9 hours Hotel pickup offered
4.9 (23)
from
$1,084
Chianti & Supertuscan Private Tour 2 Wineries with light lunch

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...

7 hours Free Cancellation
5.0 (8)
from
$169
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
Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old …More

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old...

7 to 8 hours Free Cancellation
5.0 (8)
from
$125
Private Tour of San Gimignano & Siena

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying …More

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying...

9 hours Hotel pickup offered Free Cancellation
4.9 (34)
from
$1,270
Private Day Trip to the Cinque Terre from Florence

Enjoy free time to stroll the winding streets or take a swim at the picturesque beaches. And don't forget to taste the regional specialties with …More

Enjoy free time to stroll the winding streets or take a swim at the picturesque beaches. And don't forget to taste the regional specialties with...

10 to 11 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$1,084
San Gimignano + Lunch&Wine private tour by van from Lucca or Pisa

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city, …More

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city,...

6 to 8 hours Free Cancellation
5.0 (6)
from
$917
Brunello di Montalcino, small biodynamic wineries

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to …More

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to...

8 hours Free Cancellation
5.0 (12)
from
$261
Chianti Lovers Tour- 2 Wineries and SuperTuscan Small Group from Lucca

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine …More

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine...

6 hours Free Cancellation
5.0 (7)
from
$169
Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages …More

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$715
Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of …More

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of...

9 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$153
Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color …More

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color...

7 hours Free Cancellation
4.3 (15)
from
$97
Semi-Private Truffle Hunting & lunch @ Winery, San Gimignano

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards …More

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards...

7 to 8 hours Free Cancellation
5.0 (26)
from
$548
Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded …More

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded...

7 to 8 hours Free Cancellation
5.0 (26)
from
$238
Private Half day Tour in Chianti, San Gimignano with wine tasting

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old …More

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old...

5 hours Hotel pickup offered Free Cancellation
5.0 (27)
from
$126
From Florence to Siena - San Gimignano & Pisa by private minivan

The tour starts with a ride by air-conditioned minivan and an English speaking driver from Florence to Siena.  First Stop at Piazzale Michelangelo for a …More

The tour starts with a ride by air-conditioned minivan and an English speaking driver from Florence to Siena.  First Stop at Piazzale Michelangelo for a...

10 hours Free Cancellation
4.6 (7)
from
$203
Private Minivan Tour to Siena and San Gimignano from Florence

During this private open-air tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of …More

During this private open-air tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of...

8 hours Hotel pickup offered Free Cancellation
4.4 (9)
from
$176
Private Chianti Winery Tour from Livorno with pick up and drop off

Once you reach Chianti Classico from Livorno in your cruise, enjoy this private tour of Chianti Classico. Take this opportunity and visit one of the most beautiful …More

Likely to Sell Out
Likely to Sell Out

Once you reach Chianti Classico from Livorno in your cruise, enjoy this private tour of Chianti Classico. Take this opportunity and visit one of the most beautiful...

8 hours
4.0 (1)
from
$305
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