Top Tuscany Day Trips & Excursions

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 →

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

Chianti, Italy

4.9 (23)

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$1,091

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

Florence, Italy

4.9 (23)

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,...

8 to 9 hours Hotel pickup offered

4.9 (23)

from
$1,084

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its …More

Florence, Italy

4.8 (22)

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its...

8 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$182

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 (22)

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 (22)

from
$325

Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip

Visit Pisa and Florence with a private tour which really describe the local Italian life. You will be able to reach the most important monuments. …More

Livorno, Italy

5.0 (21)

Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip

Visit Pisa and Florence with a private tour which really describe the local Italian life. You will be able to reach the most important monuments....

9 hours Free Cancellation

5.0 (21)

from
$146

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

Florence, Italy

4.8 (20)

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...

8 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$563

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent …More

Florence, Italy

5.0 (20)

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent...

8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$815

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

Florence, Italy

5.0 (20)

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$677

Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best …More

4.8 (20)

Private Boat Excursion with Lunch or Aperitif to the Calette di Scarlino

Private excursion aboard classic Tuscan gozzo boats with lunch or aperitif. A day dedicated to you and what you prefer to do. Discovering the best...

4 to 8 hours Free Cancellation

4.8 (20)

from
$75

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village …More

Montecatini Terme, Italy

5.0 (19)

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village...

9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$169

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines …More

Siena, Italy

5.0 (19)

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines...

5 to 6 hours Free Cancellation

5.0 (19)

from
$240

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on …More

Florence, Italy

5.0 (18)

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on...

12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$665

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
$338

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
$340

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or …More

Siena, Italy

4.8 (18)

Tarot Garden and Maremma Park

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or...

6 to 7 hours Free Cancellation

4.8 (18)

from
$499

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of …More

Florence, Italy

5.0 (17)

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of...

5 hours Free Cancellation

5.0 (17)

from
$171

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

Livorno, Italy

4.9 (17)

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...

8 hours Free Cancellation

4.9 (17)

from
$1,010

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most …More

Florence, Italy

5.0 (16)

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most...

9 hours Free Cancellation

5.0 (16)

from
$235

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of …More

Florence, Italy

4.9 (16)

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of...

9 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$1,249

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride …More

Florence, Italy

5.0 (16)

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride...

7 hours Free Cancellation

5.0 (16)

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?

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

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?

Tuscany Day Trips & Excursions with Instant Confirmation include:

View all Tours with 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?

No problem. These Tuscany Day Trips & Excursions include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

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