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 →

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

Visit an organic estate that organizes guided tour and tastings in the heart of Chianti Classico area, between Radda and Panzano in Chianti. During the …More

Chianti, Italy

4.9 (96)

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

Visit an organic estate that organizes guided tour and tastings in the heart of Chianti Classico area, between Radda and Panzano in Chianti. During the...

2 hours Free Cancellation

4.9 (96)

from
$46

Travel along the Amalfi Coast to sample the region's wines during a 6-hour tour. Drive past several vineyards to reach the village of Tramonti where …More

Amalfi, Italy

5.0 (94)

Amalfi Coast Wine Tour

Travel along the Amalfi Coast to sample the region's wines during a 6-hour tour. Drive past several vineyards to reach the village of Tramonti where...

6 to 9 hours Free Cancellation

5.0 (94)

from
$514

Tuscany Day Trip from Rome with Wine Tasting & Traditional Lunch

This is more than just a day trip to Tuscany — it’s a carefully curated experience designed to show you the region through its most …More

Rome, Italy

5.0 (93)

Tuscany Day Trip from Rome with Wine Tasting & Traditional Lunch

This is more than just a day trip to Tuscany — it’s a carefully curated experience designed to show you the region through its most...

12 hours Hotel pickup offered Free Cancellation

5.0 (93)

from
$320

Olive Oil Tasting and Experience (The Original in Sicily)

A full immersion in our olive oil world From the olive grove to the bottle. What means high quality Extra Virgin Olive Oil Grove Harvest …More

5.0 (93)

Olive Oil Tasting and Experience (The Original in Sicily)

A full immersion in our olive oil world From the olive grove to the bottle. What means high quality Extra Virgin Olive Oil Grove Harvest...

3 hours Free Cancellation

5.0 (93)

from
$251

The ways of taste more than a simple tour, it is a real journey to discover the knowledge and flavors of this magnificent land that …More

Salerno, Italy

5.0 (93)

Knowledge and Flavors

The ways of taste more than a simple tour, it is a real journey to discover the knowledge and flavors of this magnificent land that...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (93)

from
$247

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully …More

Chianti, Italy

5.0 (91)

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully...

9 hours Free Cancellation

5.0 (91)

from
$205

Discover an all-Italian way of living, eating, and thinking on a guided walking tour of Rome. Enjoy a unique experience, full of taste and colors. …More

Rome, Italy

4.9 (90)

Rome Food Tasting Tour in Trastevere

Discover an all-Italian way of living, eating, and thinking on a guided walking tour of Rome. Enjoy a unique experience, full of taste and colors....

2 hours Free Cancellation

4.9 (90)

from
$57

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot …More

Chianti, Italy

4.8 (90)

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot...

1 hour 30 minutes Free Cancellation

4.8 (90)

from
$57

Premium Prosecco Hills Winery Tour with Prosecco Tastings & Food

Start your day with a pickup from Piazzale Roma in Venice and head to the UNESCO-listed Prosecco Hills, admiring breathtaking Alpine foothill views along the …More

Venice, Italy

4.9 (88)

Premium Prosecco Hills Winery Tour with Prosecco Tastings & Food

Start your day with a pickup from Piazzale Roma in Venice and head to the UNESCO-listed Prosecco Hills, admiring breathtaking Alpine foothill views along the...

5 hours Free Cancellation

4.9 (88)

from
$147

Pompeii Guided Tour & Lunch with Superior Wine Tasting from Rome

Experience the absolute best of Pompeii on a seamless, all-inclusive day trip from Rome. Forget the stress of planning logistics—this carefully curated package includes roundtrip …More

Rome, Italy

4.9 (88)

Pompeii Guided Tour & Lunch with Superior Wine Tasting from Rome

Experience the absolute best of Pompeii on a seamless, all-inclusive day trip from Rome. Forget the stress of planning logistics—this carefully curated package includes roundtrip...

8 hours Free Cancellation

4.9 (88)

from
$238

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our …More

Florence, Italy

4.9 (88)

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our...

7 to 8 hours Free Cancellation

4.9 (88)

from
$193

Sorrento : Cooking class & Wine Pairing with Sommelier by the Sea

Live a unique experience in an Ancient Villa, built in 1800, owned by my Family, immersed in the scent of citrus fruits and among centuries-old …More

Sorrento, Italy

5.0 (87)

Sorrento : Cooking class & Wine Pairing with Sommelier by the Sea

Live a unique experience in an Ancient Villa, built in 1800, owned by my Family, immersed in the scent of citrus fruits and among centuries-old...

3 hours Hotel pickup offered Free Cancellation

5.0 (87)

from
$134

Tour of the vineyards and tasting of Evo wines and oil in Tuscany

A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from …More

Arezzo, Italy

4.9 (85)

Tour of the vineyards and tasting of Evo wines and oil in Tuscany

A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from...

1 hour 30 minutes Free Cancellation

4.9 (85)

from
$43

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in …More

Florence, Italy

4.9 (85)

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in...

6 to 8 hours Free Cancellation

4.9 (85)

from
$261

In 4 years of activity in our pasta shop, me and Angelo, we have received many nominations: in the prestigious "Gambero Rosso" guide since 2017 …More

Rome, Italy

5.0 (84)

Professional Lab Pasta Experience

In 4 years of activity in our pasta shop, me and Angelo, we have received many nominations: in the prestigious "Gambero Rosso" guide since 2017...

3 hours Free Cancellation

5.0 (84)

from
$79

PRIVATE Italian Home Cooking Class & Wine with Fabio & Christiane

This is not your typical Italian cooking class. This is a chance to immerse yourself in a private cooking class with a delightful man passionate …More

Florence, Italy

5.0 (84)

PRIVATE Italian Home Cooking Class & Wine with Fabio & Christiane

This is not your typical Italian cooking class. This is a chance to immerse yourself in a private cooking class with a delightful man passionate...

4 hours Free Cancellation

5.0 (84)

from
$275

Sea Villa Cefalù: Hands-on 4-Course Pasta Cooking Class & Wine

After meeting the other guests, you’ll start with a brief tour of the Villa, you’ll move to the kitchen for a relaxed hands-on session, after …More

5.0 (84)

Sea Villa Cefalù: Hands-on 4-Course Pasta Cooking Class & Wine

After meeting the other guests, you’ll start with a brief tour of the Villa, you’ll move to the kitchen for a relaxed hands-on session, after...

5 hours

5.0 (84)

from
$136

Half Day Private Parmigiano Reggiano and Parma Ham Experience

Emilia Foodie Experience is an extraordinary journey through a landscape of rivers, plains and hills and the jewels of the Italian gastronomic tradition! We will …More

Parma, Italy

5.0 (84)

Half Day Private Parmigiano Reggiano and Parma Ham Experience

Emilia Foodie Experience is an extraordinary journey through a landscape of rivers, plains and hills and the jewels of the Italian gastronomic tradition! We will...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (84)

from
$94

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

Siena, Italy

5.0 (83)

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation

5.0 (83)

from
$216

Pompeii with Wine Tasting and Lunch from Naples

Upon arrival in Pompeii explore the ruins for around 2 hours. Get to know the traditions and daily life of ancient Pompeii inhabitants. You’ll see …More

Naples, Italy

4.8 (83)

Pompeii with Wine Tasting and Lunch from Naples

Upon arrival in Pompeii explore the ruins for around 2 hours. Get to know the traditions and daily life of ancient Pompeii inhabitants. You’ll see...

6 to 7 hours Free Cancellation

4.8 (83)

from
$137

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?