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 →

Mt Etna and Wine tasting tour from Taormina - Private or Shared

See a different side of Sicily with this tour of Mt. Etna that departs from Taormina on private groups. Enjoy breathtaking views and taste the …More

Taormina, Italy

4.9 (43)

Mt Etna and Wine tasting tour from Taormina - Private or Shared

See a different side of Sicily with this tour of Mt. Etna that departs from Taormina on private groups. Enjoy breathtaking views and taste the...

7 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$204

Guided Wine Tasting Experience in a Roman Vineyard

Our Old Frascati Farmhouse & tasting room embodies the atmosphere of the frascette with local snacks and wines in the middle of a Roman vineyard. …More

Rome, Italy

4.9 (43)

Guided Wine Tasting Experience in a Roman Vineyard

Our Old Frascati Farmhouse & tasting room embodies the atmosphere of the frascette with local snacks and wines in the middle of a Roman vineyard....

2 hours Free Cancellation

4.9 (43)

from
$51

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

Wine Tasting in a group with other travelers

We are in contact with many producers and will be happy to share multiple inside details about the producers, the production area, and the production …More

4.9 (43)

Wine Tasting in a group with other travelers

We are in contact with many producers and will be happy to share multiple inside details about the producers, the production area, and the production...

2 hours Free Cancellation

4.9 (43)

from
$50

From Catania: Private/Guided Godfather with Appetizer and Pasta

Private tour by comfortable air-conditioned car with a personal local guide to the must-see Sicilian hilltop villages that have become world-known thanks to F.F. Coppola, …More

Catania, Italy

5.0 (43)

From Catania: Private/Guided Godfather with Appetizer and Pasta

Private tour by comfortable air-conditioned car with a personal local guide to the must-see Sicilian hilltop villages that have become world-known thanks to F.F. Coppola,...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$253

Guided winery tour with tasting in Bolzano at the SKYWINE PAVILLON

Taste the "somewhat different Lagrein" (Falstaff), explore the beginnings of South Tyrolean organic winegrowing and understand how we are already thinking about tomorrow - All …More

Bolzano, Italy

4.8 (42)

Guided winery tour with tasting in Bolzano at the SKYWINE PAVILLON

Taste the "somewhat different Lagrein" (Falstaff), explore the beginnings of South Tyrolean organic winegrowing and understand how we are already thinking about tomorrow - All...

1 hour 30 minutes Free Cancellation

4.8 (42)

from
$43

Sicilian Dinner with a Local Chef in Palermo

Live an authentic culinary experience in Palermo. Learn all about Sicilian cuisine with a local chef. Enjoy the dinner with fine Italian wine. …More

Palermo, Italy

4.9 (42)

Sicilian Dinner with a Local Chef in Palermo

Live an authentic culinary experience in Palermo. Learn all about Sicilian cuisine with a local chef. Enjoy the dinner with fine Italian wine....

3 hours Free Cancellation

4.9 (42)

from
$96

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
$330

Etna Wine and Food Tasting in an Sicilian Home in Taormina

Un’Esperienza Autentica in Sicilia Vivi un viaggio unico tra cibo e vino nel cuore della Sicilia, in una vera casa siciliana dove l’ospitalità ti farà …More

Taormina, Italy

5.0 (42)

Etna Wine and Food Tasting in an Sicilian Home in Taormina

Un’Esperienza Autentica in Sicilia Vivi un viaggio unico tra cibo e vino nel cuore della Sicilia, in una vera casa siciliana dove l’ospitalità ti farà...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$170

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend …More

Florence, Italy

5.0 (42)

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$657

Sicilian Wines and cheeses Tasting in Palermo

Come and taste the best wines and Sicilian cheeses, introduced by an expert of wines and typical local products. Meet at the time more convenient …More

Palermo, Italy

4.8 (42)

Sicilian Wines and cheeses Tasting in Palermo

Come and taste the best wines and Sicilian cheeses, introduced by an expert of wines and typical local products. Meet at the time more convenient...

2 hours Free Cancellation

4.8 (42)

from
$137

Private and Guided Tour on Etna with Wine Tasting included

Visit Europe's highest active volcano, Mount Etna, walk over extinct craters, enjoy the breathtaking views from 2000 meters above sea level and end the day …More

4.9 (42)

Private and Guided Tour on Etna with Wine Tasting included

Visit Europe's highest active volcano, Mount Etna, walk over extinct craters, enjoy the breathtaking views from 2000 meters above sea level and end the day...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (42)

from
$230

Venice Jewish Ghetto and Cannaregio Food, Wine, Sightseeing Tour

Italian lifestyle, good food, rich history and delicious wines this all is included in our 4-hour walking tour through the Jewish Ghetto and the Cannareggio …More

Venice, Italy

4.9 (42)

Venice Jewish Ghetto and Cannaregio Food, Wine, Sightseeing Tour

Italian lifestyle, good food, rich history and delicious wines this all is included in our 4-hour walking tour through the Jewish Ghetto and the Cannareggio...

4 hours Free Cancellation

4.9 (42)

from
$136

Rome Food Tasting with Wine Pairing Italian Authentic Flavors

"Fabullus" Wine Cellar is an ideal place to live and share an experience in which food and wine balance in a perfect marriage of taste. …More

Rome, Italy

4.9 (42)

Rome Food Tasting with Wine Pairing Italian Authentic Flavors

"Fabullus" Wine Cellar is an ideal place to live and share an experience in which food and wine balance in a perfect marriage of taste....

1 hour 15 minutes Free Cancellation

4.9 (42)

from
$69

Cinque Terre Pesto Making Class, Boat Tour and Lunch

This tour is accompanied by a Cinque Terre licensed Tour Guide . Fun combination including a pesto class in beautiful picturesque outdoor location ,relaxed lunch …More

Manarola, Italy

4.8 (42)

Cinque Terre Pesto Making Class, Boat Tour and Lunch

This tour is accompanied by a Cinque Terre licensed Tour Guide . Fun combination including a pesto class in beautiful picturesque outdoor location ,relaxed lunch...

4 hours Free Cancellation

4.8 (42)

from
$256

Exclusive Wine Tasting in the Historic Center of Siena

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the …More

Siena, Italy

5.0 (41)

Exclusive Wine Tasting in the Historic Center of Siena

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the...

1 hour Free Cancellation

5.0 (41)

from
$40

Tuscany Wine Tasting and Lunch Private Day Trip from Rome

Discover the beauty of Siena and San Gimignano, traveling through the countryside of the Chianti region, with ever changing scenery of vineyards and olive trees …More

Rome, Italy

4.9 (41)

Tuscany Wine Tasting and Lunch Private Day Trip from Rome

Discover the beauty of Siena and San Gimignano, traveling through the countryside of the Chianti region, with ever changing scenery of vineyards and olive trees...

12 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$189

Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to …More

Siena, Italy

4.8 (41)

Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to...

6 hours Free Cancellation

4.8 (41)

from
$217

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by …More

Florence, Italy

5.0 (41)

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by...

11 hours Free Cancellation

5.0 (41)

from
$178

Prosecco Hills Tour with Wine, Spritz and Asolo from Venice

Begin your tour by getting picked up at Venice. Travel for less than an hour to the beautiful Prosecco Hills, a UNESCO World Heritage Site. …More

Venice, Italy

5.0 (41)

Prosecco Hills Tour with Wine, Spritz and Asolo from Venice

Begin your tour by getting picked up at Venice. Travel for less than an hour to the beautiful Prosecco Hills, a UNESCO World Heritage Site....

7 hours Free Cancellation

5.0 (41)

from
$148

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?

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?