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 →

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part …More

Chianti, Italy

5.0 (8)

Brunello E-Bike Tour

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part...

5 to 6 hours Free Cancellation

5.0 (8)

from
$217

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

Florence, Italy

5.0 (8)

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...

8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,090

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

Chianti, Italy

5.0 (8)

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...

3 to 5 hours Free Cancellation

5.0 (8)

from
$398

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

Florence, Italy

5.0 (8)

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...

7 hours Free Cancellation

5.0 (8)

from
$216

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in …More

Livorno, Italy

5.0 (7)

Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting

Admire the two gems nestled in the Tuscan countryside, Volterra and San Gimignano, the best medieval villages. A jump in the past, great atmospere in...

8 to 9 hours Free Cancellation

5.0 (7)

from
$129

All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

Discover Siena and San Gimignano on this day trip through Tuscany from Livorno. Ride past rolling vineyards to the listed city of Siena, a UNESCO …More

Livorno, Italy

4.9 (7)

All Tuscany Private Siena San Gimignano & Chianti Livorno Shore Excursion

Discover Siena and San Gimignano on this day trip through Tuscany from Livorno. Ride past rolling vineyards to the listed city of Siena, a UNESCO...

9 hours Free Cancellation

4.9 (7)

from
$135

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not …More

Siena, Italy

5.0 (7)

Private Vespa Tour in Chianti

While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not...

5 hours Free Cancellation

5.0 (7)

from
$251

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day …More

Florence, Italy

5.0 (7)

Private Guided Hiking Cinque Terre Day From Florence

Great Day Hiking at Cinque Terre with a Local Guide from Florence by Luxury transportation. PRIVATE, only your party. Visiting the Villages. A full day...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$454

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as …More

Florence, Italy

5.0 (7)

Best of Tuscany Private Tour: Siena, San Gimignano, Monteriggioni

Experience the best of Tuscany and its gorgeous hilltop towns in one day! Currently due to Covid-19 regulations, this tour can only be run as...

9 hours

5.0 (7)

from
$1,544

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

Lucca, Italy

5.0 (7)

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...

6 hours Free Cancellation

5.0 (7)

from
$169

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the …More

4.9 (7)

Exclusive Private Shore Excursion from Livorno port to Cinque Terre

Let the Italian Riviera take your breath! You’ll be completely blown away from the amazing views of the Cinque Terre. Meet your driver at the...

8 hours Free Cancellation

4.9 (7)

from
$149

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Versilia, Italy

5.0 (7)

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

11 hours 30 minutes Free Cancellation

5.0 (7)

from
$211

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude …More

Lucca, Italy

4.9 (7)

Trekking on the roof of Tuscany

We will hike through one of the wildest natural parks in Tuscany, with a unique wealth of biodiversity, and we will reach a high altitude...

5 to 6 hours Free Cancellation

4.9 (7)

from
$59

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert …More

Siena, Italy

5.0 (7)

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert...

7 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$217

Pisa and Florence Private Tour from Lucca

This is a prefect tour for first time travellers visiting this Region. You will have the chance to admire the famous Leaning Tower of Pisa, …More

Lucca, Italy

5.0 (7)

Pisa and Florence Private Tour from Lucca

This is a prefect tour for first time travellers visiting this Region. You will have the chance to admire the famous Leaning Tower of Pisa,...

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,233

Daily excursions and guaranteed fun in Argentario

The tours we offer will make you fall in love with Argentario and its islands. The coast of Porto Ercole offers you crystal clear waters …More

Porto Ercole, Italy

5.0 (7)

Daily excursions and guaranteed fun in Argentario

The tours we offer will make you fall in love with Argentario and its islands. The coast of Porto Ercole offers you crystal clear waters...

4 to 14 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,484

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

Arezzo, Italy

5.0 (7)

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...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$287

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of …More

Florence, Italy

5.0 (6)

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$103

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine …More

Florence, Italy

5.0 (6)

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine...

8 hours Free Cancellation

5.0 (6)

from
$215

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?

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?