Top Italy Wine Tasting & Winery Tours

Q: I need a ride! Which Italy Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup: Sorrento Farm by Tuk Tuk: Cheese, Limoncello & Hands-On Pizza Private 6-Hour Tour of Three Etna Wineries with food&wine tasting Olive oil tasting in Sorrento Tour Etna and Wine Tasting Mt Etna and Wine tasting tour from Catania View all Tours with Hotel Pickup →

Q: Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar …More

Pisa, Italy

4.9 (13)

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar...

1 hour 30 minutes Free Cancellation

4.9 (13)

from
$39

Sorano: its wonders, The Vie Cave and wine cellars

Come and discover Sorano and its wonders! Merge yourself in a history made up of legends and myths that span until the Renaissance period, but …More

5.0 (13)

Sorano: its wonders, The Vie Cave and wine cellars

Come and discover Sorano and its wonders! Merge yourself in a history made up of legends and myths that span until the Renaissance period, but...

2 to 3 hours Free Cancellation

5.0 (13)

from
$27

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up …More

Siena, Italy

5.0 (13)

Chianti Wines and San Gimignano Tour from Florence (1 Winery)

This is a great opportunity to spend HALF DAY (5 hours) in Tuscany enjoying a great lunch and wine tastings. We will pick you up...

5 hours Free Cancellation

5.0 (13)

from
$992

Private Pompeii Tour with Wine Tasting Experience

Unearth Ancient Pompeii and Savor Vesuvius' Finest Wines, embarking on an Exclusive Journey. Step back in time with a private tour of Pompeii, led by …More

Sorrento, Italy

5.0 (13)

Private Pompeii Tour with Wine Tasting Experience

Unearth Ancient Pompeii and Savor Vesuvius' Finest Wines, embarking on an Exclusive Journey. Step back in time with a private tour of Pompeii, led by...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$219

Evening food & wine tour in Rome's historical center

Every stop on our tour is a family-owned small business. All our guides are Roman food specialists and everything offered is seasonal and local. We …More

Rome, Italy

5.0 (13)

Evening food & wine tour in Rome's historical center

Every stop on our tour is a family-owned small business. All our guides are Roman food specialists and everything offered is seasonal and local. We...

1 to 3 hours Free Cancellation

5.0 (13)

from
$138

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
$1,105

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
$992

Private: Tuscany Day Tour from Rome with Optional Wine Tasting

With this private daytrip from Rome you will: - Stop at ancient lovely towns - Drive through the beautiful countryside of Tuscany - Visit a …More

Rome, Italy

5.0 (13)

Private: Tuscany Day Tour from Rome with Optional Wine Tasting

With this private daytrip from Rome you will: - Stop at ancient lovely towns - Drive through the beautiful countryside of Tuscany - Visit a...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$248

Catania Private Walking Tour with "Arancino and Cannolo" Tasting

Private walking tour (3-hours long) for two or more travellers to Catania, the city made of lava from the neighboring Etna volcano. With your private …More

Catania, Italy

4.9 (13)

Catania Private Walking Tour with "Arancino and Cannolo" Tasting

Private walking tour (3-hours long) for two or more travellers to Catania, the city made of lava from the neighboring Etna volcano. With your private...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$117

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on …More

5.0 (13)

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on...

6 hours Free Cancellation

5.0 (13)

from
$508

Symphony of Wine A Premium 8 Wines Tasting Experience in Florence

Join an exclusive Italian wine tasting in Florence and explore Italy’s finest wines with a professional wine expert. Taste 8 premium wines, discover regional flavors, …More

Florence, Italy

5.0 (13)

Symphony of Wine A Premium 8 Wines Tasting Experience in Florence

Join an exclusive Italian wine tasting in Florence and explore Italy’s finest wines with a professional wine expert. Taste 8 premium wines, discover regional flavors,...

2 hours Free Cancellation

5.0 (13)

from
$116

Chianti Wine Tour for Small Groups: 3 Family Wineries & Lunch

Embark on an unforgettable Chianti tour guided by an experienced Italian sommelier. Discover hidden, family-owned wineries nestled in the Tuscan countryside, far from the typical …More

Florence, Italy

5.0 (12)

Chianti Wine Tour for Small Groups: 3 Family Wineries & Lunch

Embark on an unforgettable Chianti tour guided by an experienced Italian sommelier. Discover hidden, family-owned wineries nestled in the Tuscan countryside, far from the typical...

8 hours Free Cancellation

5.0 (12)

from
$248

Winery Tour & Gourmet Tasting in Montalcino

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits …More

Chianti, Italy

5.0 (12)

Winery Tour & Gourmet Tasting in Montalcino

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits...

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$90

Archeology, visit to a vineyard and wine and pecorino cheese tasting

We start from Orosei aboard our off-road vehicles to explore the wonderful central-eastern coast of Sardinia to discover its history and its food and wine …More

5.0 (12)

Archeology, visit to a vineyard and wine and pecorino cheese tasting

We start from Orosei aboard our off-road vehicles to explore the wonderful central-eastern coast of Sardinia to discover its history and its food and wine...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$113

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This …More

Florence, Italy

5.0 (12)

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This...

8 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$861

PRIVATE Florence Market Tour & Cooking Class in Mirella's Home

This will be a fun filled culinary experience of buying food, talking about food, preparing food and finally eating together with a local culinary expert …More

Florence, Italy

5.0 (12)

PRIVATE Florence Market Tour & Cooking Class in Mirella's Home

This will be a fun filled culinary experience of buying food, talking about food, preparing food and finally eating together with a local culinary expert...

4 hours Free Cancellation

5.0 (12)

from
$329

2-Hour Picnic among the Olive Trees with Typical Abruzzese Products

Picnic among the olive trees with typical Abruzzo products and a bottle of wine for every 2 people Visit of the historic cellar included Relax …More

4.9 (12)

2-Hour Picnic among the Olive Trees with Typical Abruzzese Products

Picnic among the olive trees with typical Abruzzo products and a bottle of wine for every 2 people Visit of the historic cellar included Relax...

2 hours Free Cancellation

4.9 (12)

from
$34

Castelmola and Etna Wine Tasting Tour from Messina

This immersive experience combines a visit to the charming medieval town of Castelmola with a tour of a local winery situated on the northern slopes …More

4.9 (12)

Castelmola and Etna Wine Tasting Tour from Messina

This immersive experience combines a visit to the charming medieval town of Castelmola with a tour of a local winery situated on the northern slopes...

7 hours Free Cancellation

4.9 (12)

from
$158

Wine and Balsamic Vinegar Tour with Tasting

Discover the secrets of Lambrusco Grasparossa DOP and Aceto Balsamico Tradizionale di Modena DOP. In our winery you'll learn about Lambrusco production and see first-hand …More

Modena, Italy

4.8 (12)

Wine and Balsamic Vinegar Tour with Tasting

Discover the secrets of Lambrusco Grasparossa DOP and Aceto Balsamico Tradizionale di Modena DOP. In our winery you'll learn about Lambrusco production and see first-hand...

1 hour 15 minutes Free Cancellation

4.8 (12)

from
$34

Private Emilia Romagna Food Tour Half Day

Ever dreamt of spending a full day in the Food Valley of Italy with a top-notch guide and the most famous gourmet products of the …More

Parma, Italy

4.8 (12)

Private Emilia Romagna Food Tour Half Day

Ever dreamt of spending a full day in the Food Valley of Italy with a top-notch guide and the most famous gourmet products of the...

6 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$163

Frequently Asked Questions

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

What are the best options for Italy Wine Tasting & Winery Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Italy Wine Tasting & Winery Tours are:

What are the best kid-friendly options for Italy Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Italy Wine Tasting & Winery Tours have Instant Confirmation?

Italy Wine Tasting & Winery Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Wine Tasting & Winery Tours have Free Cancellation?

Italy Wine Tasting & Winery Tours 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 Italy Wine Tasting & Winery Tours have Hotel Pickup?

Got any more Italy trip ideas?

What are the most popular styles of Tours and Activities in Italy?