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 →

Your Tour director an expert of Ferrari, will drive you through the splendid landscape of the Castelli Romani area, where one can still smell the …More

Rome, Italy

5.0 (1)

Roman Castles - Tour in Ferrari

Your Tour director an expert of Ferrari, will drive you through the splendid landscape of the Castelli Romani area, where one can still smell the...

4 hours Hotel pickup offered

5.0 (1)

from
$4,403

Monteriggioni San Gimignano and Castellina in Chianti Fullday from Rome

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and …More

Rome, Italy

5.0 (1)

Monteriggioni San Gimignano and Castellina in Chianti Fullday from Rome

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$452

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of …More

Siena, Italy

5.0 (1)

The Maremma

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$855

Day trip from Rome to Sorrento and Positano with lucnh at la tagliata farm

We offer a professional service to take you on an unforgettable excursion to Sorrento and Positano from Rome by Luxury Mercedes van and English speaking …More

Rome, Italy

5.0 (1)

Day trip from Rome to Sorrento and Positano with lucnh at la tagliata farm

We offer a professional service to take you on an unforgettable excursion to Sorrento and Positano from Rome by Luxury Mercedes van and English speaking...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,468

Winery Tour of Valpollicella with Lunch in a Very Nice Tavern

We collect you from you home, hotel, and we'll take care of you for 6/7 hours visiting the best winery of the area. You'll visit …More

Verona, Italy

5.0 (1)

Winery Tour of Valpollicella with Lunch in a Very Nice Tavern

We collect you from you home, hotel, and we'll take care of you for 6/7 hours visiting the best winery of the area. You'll visit...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$789

Cagliari Private Shore Excursion: Experience Tasting

Visit the Sardinian island and go to one of the best wineries and oil mills; this is a tasting experience. …More

Pula, Italy

5.0 (1)

Cagliari Private Shore Excursion: Experience Tasting

Visit the Sardinian island and go to one of the best wineries and oil mills; this is a tasting experience....

4 to 5 hours Hotel pickup offered

5.0 (1)

from
$213

Chianti: eno-excursion through the vineyards

Excursion in the heart of Chianti, among the rolling hills covered with vineyards, olive groves and dotted with villages suspended in time, we will also …More

Chianti, Italy

5.0 (1)

Chianti: eno-excursion through the vineyards

Excursion in the heart of Chianti, among the rolling hills covered with vineyards, olive groves and dotted with villages suspended in time, we will also...

3 to 5 hours Free Cancellation

5.0 (1)

from
$68

Guided tour in Rome with a marvelous wine tasting

Learn unique traditions of winemaking that have more than 2,000 years! You will travel through the wine history of different regions of Italy. What wine …More

Milan, Italy

5.0 (1)

Guided tour in Rome with a marvelous wine tasting

Learn unique traditions of winemaking that have more than 2,000 years! You will travel through the wine history of different regions of Italy. What wine...

3 hours Free Cancellation

5.0 (1)

from
$179

Milano / Lago Maggiore / Arona - Tour in Ferrari

Feel the raw power and precision of driving a Ferrari M Spider as you navigate through the winding roads and picturesque landscapes of Lake Maggiore. …More

Milan, Italy

5.0 (1)

Milano / Lago Maggiore / Arona - Tour in Ferrari

Feel the raw power and precision of driving a Ferrari M Spider as you navigate through the winding roads and picturesque landscapes of Lake Maggiore....

7 hours Hotel pickup offered

5.0 (1)

from
$4,403

Private Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

Siena, Italy

5.0 (1)

Private Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$273

From Naples: Pompeii private tour with lunch at the slopes of Mt Vesuvius

TTake advantage a comfortable round-trip transfer from your accommodation in Naples in a full optional minivan. You will arrive in Pompeii where an expert guide …More

Naples, Italy

5.0 (1)

From Naples: Pompeii private tour with lunch at the slopes of Mt Vesuvius

TTake advantage a comfortable round-trip transfer from your accommodation in Naples in a full optional minivan. You will arrive in Pompeii where an expert guide...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

3 Italian reds: variety, passion and character in every sip

You will live a fun and educational experience: we will taste 3 Italian red wines of different “body, weight or structure”! But you will not …More

Milan, Italy

5.0 (1)

3 Italian reds: variety, passion and character in every sip

You will live a fun and educational experience: we will taste 3 Italian red wines of different “body, weight or structure”! But you will not...

2 hours Free Cancellation

5.0 (1)

from
$79

Cellar tour, Tasting of 6 wines, dish combined typical products

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an …More

Lucca, Italy

5.0 (1)

Cellar tour, Tasting of 6 wines, dish combined typical products

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an...

2 hours

5.0 (1)

from
$56

From Livorno: Pisa, San Gimignano and Chianti private tour

When your boat docks at the Livorno Port, don’t waste time at the port. Book a private Tuscany day trip in advance, and head out …More

Livorno, Italy

5.0 (1)

From Livorno: Pisa, San Gimignano and Chianti private tour

When your boat docks at the Livorno Port, don’t waste time at the port. Book a private Tuscany day trip in advance, and head out...

9 hours Free Cancellation

5.0 (1)

from
$198

Trastevere Food Tour: Savoring the Flavors of Rome with a Local

Enjoy Roman cuisine with a local guide! Our mission is to share the flavours of Rome. During this exclusive three-hour tasting tour, you'll have the …More

Rome, Italy

5.0 (1)

Trastevere Food Tour: Savoring the Flavors of Rome with a Local

Enjoy Roman cuisine with a local guide! Our mission is to share the flavours of Rome. During this exclusive three-hour tasting tour, you'll have the...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$89

Private Sunset Aperitif on a Boat in the Gulf of Poets

Customers will be able to sail aboard an original Ligurian gozzo and optionally reach a bay or a favorite place in the Gulf of Poets …More

La Spezia, Italy

5.0 (1)

Private Sunset Aperitif on a Boat in the Gulf of Poets

Customers will be able to sail aboard an original Ligurian gozzo and optionally reach a bay or a favorite place in the Gulf of Poets...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$135

Wine experience in the Tuscan hills with tasting in Vinci

Immerse yourself in the history of our farm and discover how our wines are made. The experience begins in the vineyard, continues in the cellar …More

Montecatini Terme, Italy

5.0 (1)

Wine experience in the Tuscan hills with tasting in Vinci

Immerse yourself in the history of our farm and discover how our wines are made. The experience begins in the vineyard, continues in the cellar...

2 hours Free Cancellation

5.0 (1)

from
$45

Private Tuscan Pinot Noir Experience: Land of Medici Family

Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts …More

Florence, Italy

5.0 (1)

Private Tuscan Pinot Noir Experience: Land of Medici Family

Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$428

Private Cheese Tasting Experience in Amatrice

The picnic area ..... It was born from Amelia's idea of welcoming families, children, friends... into the company as much as possible. The aim is …More

Ascoli Piceno, Italy

5.0 (1)

Private Cheese Tasting Experience in Amatrice

The picnic area ..... It was born from Amelia's idea of welcoming families, children, friends... into the company as much as possible. The aim is...

2 hours Free Cancellation

5.0 (1)

from
$15

Guided tour from Agrigento: Sicilian traditions with a farm

Discover the hidden treasures of the Sicilian hinterland, away from the tourist masses, have fun with the whole family in an educational farm and you …More

Cammarata, Italy

5.0 (1)

Guided tour from Agrigento: Sicilian traditions with a farm

Discover the hidden treasures of the Sicilian hinterland, away from the tourist masses, have fun with the whole family in an educational farm and you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

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?