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 →

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to …More

Florence, Italy

5.0 (68)

Tuscany Sunset Vespa Tour

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to...

5 hours Free Cancellation

5.0 (68)

from
$189

Small-Group Chianti and San Gimignano Sunset Trip from Siena

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak …More

Siena, Italy

4.8 (67)

Small-Group Chianti and San Gimignano Sunset Trip from Siena

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak...

8 to 9 hours Free Cancellation

4.8 (67)

from
$216

Tour Cinque Terre and Pisa Leaning Tower from Florence Private

Private (up to 8 people) Cinque Terre and Pisa leaning tower tour in a Black Mercedes Minivan. Visit the Cinque Terre and experience all the …More

Florence, Italy

5.0 (59)

Tour Cinque Terre and Pisa Leaning Tower from Florence Private

Private (up to 8 people) Cinque Terre and Pisa leaning tower tour in a Black Mercedes Minivan. Visit the Cinque Terre and experience all the...

12 hours Hotel pickup offered Free Cancellation

5.0 (59)

from
$2,174

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about …More

Florence, Italy

5.0 (56)

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about...

7 hours Free Cancellation

5.0 (56)

from
$181

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

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

Montecatini Terme, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

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...

9 hours Free Cancellation

4.8 (56)

from
$193

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve …More

Florence, Italy

4.9 (56)

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve...

5 hours Free Cancellation

4.9 (56)

from
$154

Siena, San Gimignano and Chianti Wine Small Group from Lucca

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

Lucca, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Lucca

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...

10 hours Free Cancellation

4.8 (56)

from
$193

Bocelli Countryside Escape from Florence

In only one day we will give you an unforgettable Bocelli Tour Experience in Tuscany taking you to the most beautiful places in a completely …More

Florence, Italy

5.0 (53)

Bocelli Countryside Escape from Florence

In only one day we will give you an unforgettable Bocelli Tour Experience in Tuscany taking you to the most beautiful places in a completely...

9 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$459

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the …More

Florence, Italy

4.9 (52)

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the...

5 hours 30 minutes

4.9 (52)

from
$276

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

Leave the crowds of Florence behind and journey into the heart of Tuscany with a full-day tour of the stunning Val d’Orcia, a UNESCO World …More

Florence, Italy

4.8 (51)

Tuscan Hills Tour: Val d’Orcia with 2 Wine and Cheese Tastings

Leave the crowds of Florence behind and journey into the heart of Tuscany with a full-day tour of the stunning Val d’Orcia, a UNESCO World...

11 hours 30 minutes Free Cancellation

4.8 (51)

from
$84

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa. …More

Florence, Italy

5.0 (50)

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa....

6 to 7 hours

5.0 (50)

from
$314

Cinque Terre Small Group Day Tour from Montecatini

Enjoy convenient roundtrip shuttle service with pick-up and drop-off right at your hotel, making your travel easy and stress-free. Your tour leader will pick you …More

Montecatini Terme, Italy

4.8 (49)

Cinque Terre Small Group Day Tour from Montecatini

Enjoy convenient roundtrip shuttle service with pick-up and drop-off right at your hotel, making your travel easy and stress-free. Your tour leader will pick you...

10 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (49)

from
$165

Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit Pisa, San Gimignano, Chianti and Piazzale Michelangelo. History, art, culture …More

Florence, Italy

5.0 (47)

Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit Pisa, San Gimignano, Chianti and Piazzale Michelangelo. History, art, culture...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$742

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a …More

Florence, Italy

4.8 (47)

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a...

11 hours 30 minutes Free Cancellation

4.8 (47)

from
$181

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed …More

Florence, Italy

5.0 (45)

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed...

9 to 10 hours Free Cancellation

5.0 (45)

from
$247

Full-Day Tuscany and Chianti Hills Bike Tour With Lunch at Farm

Join this amazing and fun full-day bike ride in the Tuscan Hills, with a visit to a farm nestled in the countryside! Taste an excellent …More

Florence, Italy

5.0 (44)

Full-Day Tuscany and Chianti Hills Bike Tour With Lunch at Farm

Join this amazing and fun full-day bike ride in the Tuscan Hills, with a visit to a farm nestled in the countryside! Taste an excellent...

7 hours Free Cancellation

5.0 (44)

from
$146

Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]

- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the …More

Arezzo, Italy

4.9 (44)

Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]

- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the...

5 to 6 hours Free Cancellation

4.9 (44)

from
$213

Small group Chianti-side wine tour with Mercedes V class Van

Our tour is made with passion by expert english speaking drivers who know everything about the area. We will visit two not "commercial" wineries, with …More

Florence, Italy

5.0 (43)

Small group Chianti-side wine tour with Mercedes V class Van

Our tour is made with passion by expert english speaking drivers who know everything about the area. We will visit two not "commercial" wineries, with...

5 hours Free Cancellation

5.0 (43)

from
$276

This is a very unique experience for travellers willing to visit the Cinque Terre. Today we will visit 3 villages and depending on weather conditions …More

Lucca, Italy

4.9 (43)

Cinque Terre Private Tour from Lucca

This is a very unique experience for travellers willing to visit the Cinque Terre. Today we will visit 3 villages and depending on weather conditions...

8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$1,113

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
$329

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?