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 →

Fun wine tasting from our unique selection in the heart of Florence

First of all we are wine lovers and we hope you are too :)) In our cozy tasting room our passion leaded us to find …More

Florence, Italy

5.0 (1)

Fun wine tasting from our unique selection in the heart of Florence

First of all we are wine lovers and we hope you are too :)) In our cozy tasting room our passion leaded us to find...

1 hour Free Cancellation

5.0 (1)

from
$63

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia …More

Siena, Italy

5.0 (9)

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia...

4 hours Free Cancellation

5.0 (9)

from
$365

Grape Stomping and Wine Tasting in Tuscany

Areas of viticulture celebrate the end of harvest by crushing grapes under foot. Those scenes of girls with skirts to the knee pounding the grapes …More

Florence, Italy

5.0 (8)

Grape Stomping and Wine Tasting in Tuscany

Areas of viticulture celebrate the end of harvest by crushing grapes under foot. Those scenes of girls with skirts to the knee pounding the grapes...

3 hours

5.0 (8)

from
$207

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in …More

Siena, Italy

4.7 (19)

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in...

7 hours 15 minutes Free Cancellation

4.7 (19)

from
$179

✅ Authentic Tuscan Wine Tasting – Savor 4 to 5 organic wines, including Vernaccia di San Gimignano and Chianti Colli Senesi. ✅ Olive Oil & …More

San Gimignano, Italy

4.9 (9)

Private Wine, Evo oil & Cheese Tasting

✅ Authentic Tuscan Wine Tasting – Savor 4 to 5 organic wines, including Vernaccia di San Gimignano and Chianti Colli Senesi. ✅ Olive Oil &...

1 hour Free Cancellation

4.9 (9)

from
$57

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

5.0 (1)

Light lunch and wine tasting in Garfagnana with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (5)

from
$95

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$379

Montepulciano: Wine Tasting & Lunch in a typical winery

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in an ancient wine cellar in the heart of Montepulciano. ATTENTION: From 06th August …More

Montepulciano, Italy

4.1 (37)

Montepulciano: Wine Tasting & Lunch in a typical winery

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in an ancient wine cellar in the heart of Montepulciano. ATTENTION: From 06th August...

1 hour 30 minutes Free Cancellation

4.1 (37)

from
$65

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

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills …More

San Gimignano, Italy

4.7 (3)

Private E-bike Tour in Chianti from San Gimignano

Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills...

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$297

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

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

Florence, Italy

5.0 (8)

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

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered

5.0 (8)

from
$195

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

Private wine & EVO Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

5.0 (5)

Private wine & EVO Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$78

3-Hour Bike Tour and Wine in Tuscany: Nobile's Path

Bike tour exploring the wonders of the Tuscan countryside on Nobile's Path. It mainly runs downhill, so it is a path suitable for everyone, along …More

Montepulciano, Italy

4.5 (2)

3-Hour Bike Tour and Wine in Tuscany: Nobile's Path

Bike tour exploring the wonders of the Tuscan countryside on Nobile's Path. It mainly runs downhill, so it is a path suitable for everyone, along...

3 hours Free Cancellation

4.5 (2)

from
$228

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old …More

Florence, Italy

5.0 (3)

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$636

Sunset Summer Dinner Among the Vines – Small Group

What makes this experience unique is the combination of medieval Tuscan charm, local wine culture, and an authentic dinner among the vineyards. Customers get to …More

Florence, Italy

4.1 (36)

Sunset Summer Dinner Among the Vines – Small Group

What makes this experience unique is the combination of medieval Tuscan charm, local wine culture, and an authentic dinner among the vineyards. Customers get to...

6 hours Free Cancellation

4.1 (36)

from
$90

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style …More

Florence, Italy

4.9 (8)

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$372

Italian Charcuterie & Cheese Board with Wine or Beer Pairing

Our tasting experience is one-of-a-kind because it offers three exceptional options, each highlighting the best of Italy's rich food and beverage culture: Cheese & Charcuterie …More

Florence, Italy

4.5 (11)

Italian Charcuterie & Cheese Board with Wine or Beer Pairing

Our tasting experience is one-of-a-kind because it offers three exceptional options, each highlighting the best of Italy's rich food and beverage culture: Cheese & Charcuterie...

1 hour Free Cancellation

4.5 (11)

from
$52

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?

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?