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 →

Private Tuscan Cooking Class And Wine Tasting in Radda in Chianti

Enjoy a private and authentic cooking class in a local Radda in Chianti farmhouse with your hosts Giorgia and Luigi. This is a perfect experience …More

Chianti, Italy

5.0 (12)

Private Tuscan Cooking Class And Wine Tasting in Radda in Chianti

Enjoy a private and authentic cooking class in a local Radda in Chianti farmhouse with your hosts Giorgia and Luigi. This is a perfect experience...

3 hours Free Cancellation

5.0 (12)

from
$166

Private Wine, Evo Oil, Balsamic Vinegar Experience & 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

4.8 (19)

Private Wine, Evo Oil, Balsamic Vinegar Experience & 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

4.8 (19)

from
$78

Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different …More

Lucca, Italy

5.0 (11)

Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$195

Private Tuscan Lunch with Wine & Evo oil tasting in the Vineyard

This is more than just a lunch—it’s a journey into Tuscan tradition. Unlike standard wine tastings, this experience connects you to the land, teaching you …More

San Gimignano, Italy

4.8 (16)

Private Tuscan Lunch with Wine & Evo oil tasting in the Vineyard

This is more than just a lunch—it’s a journey into Tuscan tradition. Unlike standard wine tastings, this experience connects you to the land, teaching you...

1 hour 30 minutes Free Cancellation

4.8 (16)

from
$109

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

Florence, Italy

5.0 (2)

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$221

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit …More

Versilia, Italy

5.0 (18)

Lucca - Wine tasting at Tenuta Mareli

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit...

1 hour 30 minutes Free Cancellation

5.0 (18)

from
$34

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit …More

Florence, Italy

5.0 (10)

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit...

5 hours Free Cancellation

5.0 (10)

from
$296

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

Florence, Italy

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$333

Authentic Full dinner & Wine Experience with a Sommelier in Pisa

Taste the REAL Tuscany! Enjoy a full rolling dinner (4 locations) with over 15 authentic products from family farms and local wineries. Skip the tourist …More

Pisa, Italy

5.0 (10)

Authentic Full dinner & Wine Experience with a Sommelier in Pisa

Taste the REAL Tuscany! Enjoy a full rolling dinner (4 locations) with over 15 authentic products from family farms and local wineries. Skip the tourist...

3 hours Free Cancellation

5.0 (10)

from
$108

Private Wine Tasting at Your Villa in Umbria & Tuscany

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly …More

Arezzo, Italy

5.0 (17)

Private Wine Tasting at Your Villa in Umbria & Tuscany

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly...

2 hours Free Cancellation

5.0 (17)

from
$46

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 (11)

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 (11)

from
$129

Wine Tour Experience at Agricola Tamburini

To experience the top of tuscany!!! drinking real taste wines and enjoyng the authenthic atmosphere of a family business!!! …More

Livorno, Italy

5.0 (12)

Wine Tour Experience at Agricola Tamburini

To experience the top of tuscany!!! drinking real taste wines and enjoyng the authenthic atmosphere of a family business!!!...

1 to 30 minutes Free Cancellation

5.0 (12)

from
$63

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

5.0 (5)

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation

5.0 (5)

from
$250

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Florence, Italy

5.0 (2)

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$433

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in …More

Florence, Italy

5.0 (13)

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in...

8 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,118

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint …More

Florence, Italy

5.0 (2)

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint...

13 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$748

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a …More

Livorno, Italy

5.0 (13)

Florence and Wine Tasting Private Tour from Livorno

ARE YOU READY FOR A GREAT DAY with LIMOSERVICEINITALY? FLORENCE AND WINE TASTING IN TUSCANY Enjoy a day exploring the highlights of Florence and a...

9 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,004

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany …More

Florence, Italy

5.0 (10)

Tuscany off the beaten paths

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany...

8 hours Free Cancellation

5.0 (10)

from
$217

Small-Group Brunello Wine Tour of Montalcino from Florence

Stress-Free experience Small-group tour Departure form a central square set in Florence High-quality wines …More

Florence, Italy

4.9 (15)

Small-Group Brunello Wine Tour of Montalcino from Florence

Stress-Free experience Small-group tour Departure form a central square set in Florence High-quality wines...

9 hours

4.9 (15)

from
$411

Discovering Chianti, e-bike tour - daily experience

Our tour is a captivating blend of adventure, art, history, natural beauty, and gastronomic delights. Our dedication and meticulous attention to detail set us apart. …More

Chianti, Italy

5.0 (14)

Discovering Chianti, e-bike tour - daily experience

Our tour is a captivating blend of adventure, art, history, natural beauty, and gastronomic delights. Our dedication and meticulous attention to detail set us apart....

6 hours Free Cancellation

5.0 (14)

from
$321

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?