Top Tuscany Day Trips & Excursions

Q: Which Tuscany Day Trips & Excursions have Instant Confirmation?

Tuscany Day Trips & Excursions with Instant Confirmation include: Fly Brunello - Heli Wine Tour Umbria The Way Of Saint Francis Private Tour Tour Cinque Terre and Pisa Leaning Tower from Florence Private From Florence: Cinque Terre Private Day Tour Florence to Ferrari Museum then lunch in a Medieval Castle View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Day Trips & Excursions have Hotel Pickup?

No problem. These Tuscany Day Trips & Excursions include Hotel Pickup: Fly Brunello - Heli Wine Tour Bolgheri / Volterra / Florence-Tour in Ferrari Chianti / San Gimignano / Siena-Tour in Ferrari Tour Cinque Terre and Pisa Leaning Tower from Florence Private Daily excursions and guaranteed fun in Argentario View all Tours with Hotel Pickup →

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves …More

Florence, Italy

5.0 (9)

Chianti Classico E-bike Tour

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves...

8 hours Free Cancellation

5.0 (9)

from
$351

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

Florence, Italy

5.0 (1)

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...

8 hours Free Cancellation

5.0 (1)

from
$351

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from …More

Florence, Italy

5.0 (1)

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$346

Transfer Forte dei Marmi to/from Rome optional Orbetello Stop

Your Professional English-speaking Driver will pick you up from your accommodation in Forte dei Marmi. All you have to do is get in and relax. …More

Lucca, Italy

5.0 (1)

Transfer Forte dei Marmi to/from Rome optional Orbetello Stop

Your Professional English-speaking Driver will pick you up from your accommodation in Forte dei Marmi. All you have to do is get in and relax....

4 to 7 hours Hotel pickup offered

5.0 (1)

from
$339

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

Florence, Italy

5.0 (2)

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...

9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$338

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

Florence, Italy

5.0 (5)

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...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$338

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel …More

Florence, Italy

5.0 (18)

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel...

7 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$336

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according …More

Florence, Italy

4.9 (18)

Horse ride, Olive Oil and local foods tasting in a Tuscan farm

No previous riding experience is required. The guests will experience the famous Tuscan hills in a unique way: on horseback. The ride is customized according...

5 hours 30 minutes Free Cancellation

4.9 (18)

from
$336

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Florence, Italy

5.0 (34)

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$335

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

Siena, Italy

5.0 (2)

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,...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$334

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill …More

Florence, Italy

5.0 (9)

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill...

7 hours

5.0 (9)

from
$333

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On …More

Pisa, Italy

Private Transfer From Pisa To Monaco With a 2 Hour Stop in Genoa

This tour will allow you to see one of the gems of the area, with a very popular experience that's totally worth your time. On...

5 to 6 hours Hotel pickup offered Free Cancellation

from
$331

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in …More

Florence, Italy

4.8 (42)

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in...

10 hours Free Cancellation

4.8 (42)

from
$327

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San …More

Florence, Italy

5.0 (3)

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$327

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

Florence, Italy

5.0 (2)

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...

5 hours Free Cancellation

5.0 (2)

from
$327

Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for …More

Arezzo, Italy

4.9 (23)

Brunello and Montepulciano Wine Tour from Cortona

In you are in Cortona, come enjoy the “Brunello and Montepulciano Tour”.. with its picturesque villages, rolling hills and unforgettable red wines… this is a tour for...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$326

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you …More

Florence, Italy

5.0 (2)

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$325

Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

Florence, Italy

4.8 (23)

Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours

4.8 (23)

from
$321

Private Vintage Fiat 500 Tour in Chianti From Florence

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Florence, Italy

5.0 (2)

Private Vintage Fiat 500 Tour in Chianti From Florence

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$321

Private Vintage Fiat 500 tour in Chianti From Siena

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Siena, Italy

5.0 (1)

Private Vintage Fiat 500 tour in Chianti From Siena

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$318

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Day Trips & Excursions?

What are the best kid-friendly options for Tuscany Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Day Trips & Excursions are:

View all kid-friendly Tours →

Which Tuscany Day Trips & Excursions have Instant Confirmation?

Which Tuscany Day Trips & Excursions have Free Cancellation?

Tuscany Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Day Trips & Excursions have Hotel Pickup?

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?