Top Day Trips from Tuscany (Updated November 2026)

Tuscany, Italy
Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from …More

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from...

6 hours Hotel pickup offered Free Cancellation
5.0 (9)
from
$280
The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes …More

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes...

7 hours Hotel pickup offered Free Cancellation
5.0 (9)
from
$170
MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in …More

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in...

3 to 5 hours Free Cancellation
5.0 (8)
from
$394
Private Transfer from Florence to Rome with 2h Sightseeing Stop

Embark on a relaxing holiday taxi experience with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. …More

Embark on a relaxing holiday taxi experience with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders....

5 to 7 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$141
Montepulciano Pienza Montalcino Tour from Siena

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval …More

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$1,128
Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the …More

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the...

4 to 5 hours Free Cancellation
4.8 (5)
from
$157
From Florence: Private Minivan Excursion to Pisa and Vinci

Experience an unforgettable day exploring two iconic Tuscan cities in the comfort of an air-conditioned minivan during this 8-hour excursion. Begin in Pisa, where a …More

Experience an unforgettable day exploring two iconic Tuscan cities in the comfort of an air-conditioned minivan during this 8-hour excursion. Begin in Pisa, where a...

8 hours Free Cancellation
5.0 (1)
from
$209
Ferrari & Pavarotti Private Day Trip to from Florence

Discover the real Italian passion for cars; gourmet; & music in the home of some of the most iconic Italian names: Ferrari; Pavarotti; Parmesan; and …More

Discover the real Italian passion for cars; gourmet; & music in the home of some of the most iconic Italian names: Ferrari; Pavarotti; Parmesan; and...

9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$339
Cinque Terre Full Day Trip from Florence

Explore the breathtaking coast in South Liguria, near the city of La Spezia. You will visit the main 5 terre towns - Manarola, Monterosso, Riomaggiore, …More

Explore the breathtaking coast in South Liguria, near the city of La Spezia. You will visit the main 5 terre towns - Manarola, Monterosso, Riomaggiore,...

13 hours Free Cancellation
4.4 (11)
from
$288
Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart …More

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart...

7 hours Free Cancellation
5.0 (8)
from
$216
Florence and Chianti experience Tour from Lucca Including Wine

Take a day out of your Lucca vacation to visit Florence and the Chianti region, and immerse yourself in Renaissance artwork and renowned wine. You …More

Take a day out of your Lucca vacation to visit Florence and the Chianti region, and immerse yourself in Renaissance artwork and renowned wine. You...

9 hours Hotel pickup offered Free Cancellation
4.3 (3)
from
$112
Florence: Day Trip to Venice with Bell Tower Tickets

Embark on an unforgettable day trip from Florence to the enchanting city of Venice, a city built on water and steeped in history. Depart from …More

Embark on an unforgettable day trip from Florence to the enchanting city of Venice, a city built on water and steeped in history. Depart from...

10 hours
3.7 (7)
from
$205
Chianti Scenic Drive with Wine Tastings & Tuscan Lunch

Discover the authentic spirit of Tuscany on a scenic scooter adventure through the rolling hills of Chianti, just outside San Gimignano. Ride an iconic Italian …More

Discover the authentic spirit of Tuscany on a scenic scooter adventure through the rolling hills of Chianti, just outside San Gimignano. Ride an iconic Italian...

7 hours Free Cancellation
4.2 (5)
from
$141
Small Group Vespa Tour: Medieval Villages, Lunch and Wine Tasting

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required. …More

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required....

7 to 8 hours Free Cancellation
5.0 (2)
from
$226
Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore …More

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$287
2-Day Tuscany Combo Tour: Florence, Pisa, Cinque Terre & Tuscany

Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking …More

Why choose between the coast and the countryside when you can have both? Our Combo 2-Day Tour lets you experience two of Italy’s most breathtaking...

2 days Free Cancellation
5.0 (2)
from
$397
Private Tuscany Day Trip Siena San Gimignano and Pisa

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its …More

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its...

9 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$342
Tuscany Wine Tastings with Panoramic View - Florence to Chianti

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting! …More

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting!...

5 hours Free Cancellation
4.7 (14)
from
$79
Bocelli Backstage And Wine Day Tour from Florence

This is a very special day for fans of Maestro Bocelli! You have the chance to sing where Maestro Bocelli did and to immerse yourself …More

This is a very special day for fans of Maestro Bocelli! You have the chance to sing where Maestro Bocelli did and to immerse yourself...

9 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$685
The pearls in the gulf of poets: Cinque Terre private tour

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing …More

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing...

10 hours Hotel pickup offered Free Cancellation
3.4 (9)
from
$166
Private Day-Trip to Siena and San Gimignano

Escape from the city for a day-trip out in the countryside and immerse yourself in nature and medieval architecture! …More

Escape from the city for a day-trip out in the countryside and immerse yourself in nature and medieval architecture!...

6 hours Hotel pickup offered Free Cancellation
4.8 (4)
from
$208
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