Top Tuscany Food, Wine & Nightlife

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 →

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and …More

Florence, Italy

5.0 (128)

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and...

8 hours Free Cancellation

5.0 (128)

from
$205

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

Florence, Italy

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

Florence, Italy

5.0 (29)

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$141

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an …More

Montepulciano, Italy

4.9 (159)

Wine Tour Ebike Experience

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an...

5 hours Free Cancellation

4.9 (159)

from
$183

Visit to the Cellar with Wine & Food Tasting over the Val d'Orcia

Discover the Podere Montale Winery with an exclusive experience, guided by an expert wine connoisseur. Visit the vineyard where Sangiovese grapes grow, then continuing to …More

4.9 (29)

Visit to the Cellar with Wine & Food Tasting over the Val d'Orcia

Discover the Podere Montale Winery with an exclusive experience, guided by an expert wine connoisseur. Visit the vineyard where Sangiovese grapes grow, then continuing to...

2 hours Free Cancellation

4.9 (29)

from
$68

Florence: Street Food Tour and Sightseeing with Local Expert Guide in 2.5 hours

Join our small group tour led by a professional, local guide and enjoy a pleasant walk through the history and the flavours of the Medieval …More

Florence, Italy

4.8 (29)

Florence: Street Food Tour and Sightseeing with Local Expert Guide in 2.5 hours

Join our small group tour led by a professional, local guide and enjoy a pleasant walk through the history and the flavours of the Medieval...

2 hours 30 minutes Free Cancellation

4.8 (29)

from
$44

Lucca: self-guided bike tour + picnic in the vineyards

DISCOVER LUCCA COUNTRYSIDE AND ENJOY A PICNIC IN THE NATURE IN A FAMILY WINERY An easy afternoon trip in the Tuscan countryside on the first …More

Lucca, Italy

4.8 (21)

Lucca: self-guided bike tour + picnic in the vineyards

DISCOVER LUCCA COUNTRYSIDE AND ENJOY A PICNIC IN THE NATURE IN A FAMILY WINERY An easy afternoon trip in the Tuscan countryside on the first...

3 to 4 hours Free Cancellation

4.8 (21)

from
$74

4 - Courses Dinner Interactive Cooking Lesson In Florence

The 4-Course Dinner is a lesson for those wanting to enjoy the evening, cooking and eating a traditional Italian meal with friends. This class is …More

Florence, Italy

4.7 (116)

4 - Courses Dinner Interactive Cooking Lesson In Florence

The 4-Course Dinner is a lesson for those wanting to enjoy the evening, cooking and eating a traditional Italian meal with friends. This class is...

3 hours Free Cancellation

4.7 (116)

from
$94

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine …More

Florence, Italy

5.0 (25)

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine...

8 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$850

Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape, …More

Florence, Italy

4.7 (56)

Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape,...

6 hours 30 minutes Free Cancellation

4.7 (56)

from
$136

Siena Walking Tour with Audio and Written Guide by a local

If you're looking for a fun and curious way to visit Siena, you've come to the right place! With this digital guide created with the …More

Siena, Italy

4.4 (42)

Siena Walking Tour with Audio and Written Guide by a local

If you're looking for a fun and curious way to visit Siena, you've come to the right place! With this digital guide created with the...

4 to 5 hours Free Cancellation

4.4 (42)

from
$6

Florence Great Chianti Wine and Olive Oil Trail with Lunch

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, …More

Florence, Italy

4.9 (25)

Florence Great Chianti Wine and Olive Oil Trail with Lunch

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region,...

7 hours Free Cancellation

4.9 (25)

from
$102

Pisa Sights and Bites Tour with Food Tastings for Small Groups or Private

Discover the city of Pisa beyond the iconic Leaning Tower! Join us on this walking adventure that allows you to fully understand this worldwide famous …More

Pisa, Italy

4.9 (34)

Pisa Sights and Bites Tour with Food Tastings for Small Groups or Private

Discover the city of Pisa beyond the iconic Leaning Tower! Join us on this walking adventure that allows you to fully understand this worldwide famous...

2 hours 30 minutes Free Cancellation

4.9 (34)

from
$79

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those …More

Florence, Italy

5.0 (31)

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those...

8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$172

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards …More

Siena, Italy

4.5 (125)

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards...

11 hours Free Cancellation

4.5 (125)

from
$177

Private Coffee and Sweets Tour Caffé, Chocolate, Gelato & More

Immerse yourself in the rich history of Italian coffee during a visit to one of Florence’s historic coffee shops in a local shop just outside …More

Florence, Italy

5.0 (20)

Private Coffee and Sweets Tour Caffé, Chocolate, Gelato & More

Immerse yourself in the rich history of Italian coffee during a visit to one of Florence’s historic coffee shops in a local shop just outside...

2 hours Free Cancellation

5.0 (20)

from
$103

Lucca Walking Tour with Audio and Written Guide by a Local

If you're looking for a fun and curious way to visit Lucca, you've come to the right place! With this digital guide created with the …More

Lucca, Italy

4.6 (53)

Lucca Walking Tour with Audio and Written Guide by a Local

If you're looking for a fun and curious way to visit Lucca, you've come to the right place! With this digital guide created with the...

4 to 5 hours Free Cancellation

4.6 (53)

from
$6

Dinner and Concert with "Three Tenors": A Real Italian Experience

You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the …More

Florence, Italy

4.2 (238)

Dinner and Concert with "Three Tenors": A Real Italian Experience

You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the...

3 hours Free Cancellation

4.2 (238)

from
$95

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets …More

Florence, Italy

5.0 (37)

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets...

1 hour 30 minutes Free Cancellation

5.0 (37)

from
$136

Guided Wine Walk in Florence with 3 Wine Pairing and Food Tasting

A Wine Tasting Experience designed for those who appreciate fine wines and wish to deepen their knowledge in an intimate and engaging setting: - Small …More

Florence, Italy

5.0 (21)

Guided Wine Walk in Florence with 3 Wine Pairing and Food Tasting

A Wine Tasting Experience designed for those who appreciate fine wines and wish to deepen their knowledge in an intimate and engaging setting: - Small...

3 hours Free Cancellation

5.0 (21)

from
$79

Frequently Asked Questions

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

What are the best options for Tuscany Food, Wine & Nightlife?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Food, Wine & Nightlife are:

What are the best kid-friendly options for Tuscany Food, Wine & Nightlife Tours?

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

View all kid-friendly Tours →

Which Tuscany Food, Wine & Nightlife have Instant Confirmation?

Tuscany Food, Wine & Nightlife with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Food, Wine & Nightlife have Free Cancellation?

Tuscany Food, Wine & Nightlife 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 Food, Wine & Nightlife have Hotel Pickup?

No problem. These Tuscany Food, Wine & Nightlife 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?