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 →

In the Heart of Chianti Classico : Wine, Winery and Tradition

Discover Chianti Classico with a visit and tasting in Viticcio: explore the winery, discover the winemaking and taste our best wines. An authentic Chianti experience! …More

Chianti, Italy

5.0 (2)

In the Heart of Chianti Classico : Wine, Winery and Tradition

Discover Chianti Classico with a visit and tasting in Viticcio: explore the winery, discover the winemaking and taste our best wines. An authentic Chianti experience!...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$38

Pisa Tour and Wine Tasting on the Pisan Hills

Our transport option stands out for the rare occasion to visit unique yet undiscovered places - the scenic vineyards of the Pisa hills, the secrets …More

Livorno, Italy

5.0 (2)

Pisa Tour and Wine Tasting on the Pisan Hills

Our transport option stands out for the rare occasion to visit unique yet undiscovered places - the scenic vineyards of the Pisa hills, the secrets...

2 to 8 hours Free Cancellation

5.0 (2)

from
$733

Tuscany Private Guided Wine Tasting Tour by Car

Explore the picturesque landscapes of Tuscany on a captivating day trip from Florence. This intimate journey invites you to savor the rich flavors of Brunello …More

Livorno, Italy

5.0 (2)

Tuscany Private Guided Wine Tasting Tour by Car

Explore the picturesque landscapes of Tuscany on a captivating day trip from Florence. This intimate journey invites you to savor the rich flavors of Brunello...

10 hours Free Cancellation

5.0 (2)

from
$1,792

Rome Countryside Wine Tasting Tour with Private Driver and Guide

Escape the crowds of Rome and indulge in a unique experience just a short drive from the city. Your tour takes you through the scenic …More

Rome, Italy

5.0 (1)

Rome Countryside Wine Tasting Tour with Private Driver and Guide

Escape the crowds of Rome and indulge in a unique experience just a short drive from the city. Your tour takes you through the scenic...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Horseback Ridings and Wine Tastings in a Winery of San Gimignano

Explore San Gimignano on horseback! Ride through vineyards & olive groves, taking in breathtaking Tuscan scenery. Discover scenic trails & enjoy a delicious regional appetizer …More

Florence, Italy

5.0 (1)

Horseback Ridings and Wine Tastings in a Winery of San Gimignano

Explore San Gimignano on horseback! Ride through vineyards & olive groves, taking in breathtaking Tuscan scenery. Discover scenic trails & enjoy a delicious regional appetizer...

5 hours Free Cancellation

5.0 (1)

from
$402

Private Cooking Class in Tuscany | Hand Made Pasta

You will be welcomed into our country house, immersed in the beauty of the rolling Sienese hills. I am a professional Chef and Sommelier, and …More

Arezzo, Italy

5.0 (1)

Private Cooking Class in Tuscany | Hand Made Pasta

You will be welcomed into our country house, immersed in the beauty of the rolling Sienese hills. I am a professional Chef and Sommelier, and...

4 hours 30 minutes Free Cancellation

5.0 (1)

from
$209

Food and Wine tasting experience in Trieste traditional farmhouse Osmiza

Discover what exactly are these osmizas? Osmizas are places where local wines (Terrano, Vitovska, and Malvasia) and traditional foods (eggs, sausages, salamis, and cheeses) can …More

Trieste, Italy

5.0 (1)

Food and Wine tasting experience in Trieste traditional farmhouse Osmiza

Discover what exactly are these osmizas? Osmizas are places where local wines (Terrano, Vitovska, and Malvasia) and traditional foods (eggs, sausages, salamis, and cheeses) can...

3 hours Hotel pickup offered

5.0 (1)

from
$349

Transportation to Etna Wine Tasting from Messina

This experience start at the designated location (port, railway station, hotels) with a transfer to Linguaglossa. You will enjoy a guided tour of the modern …More

Messina, Italy

5.0 (1)

Transportation to Etna Wine Tasting from Messina

This experience start at the designated location (port, railway station, hotels) with a transfer to Linguaglossa. You will enjoy a guided tour of the modern...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$779

Wine Tasting tour from Messina - PRIVATE EXPERIENCE

This experience start at the designated location (port, railway station, hotels) with a transfer to Oliveri. You will enjoy a guided tour of the winery …More

5.0 (1)

Wine Tasting tour from Messina - PRIVATE EXPERIENCE

This experience start at the designated location (port, railway station, hotels) with a transfer to Oliveri. You will enjoy a guided tour of the winery...

4 hours

5.0 (1)

from
$1,420

Florence Exclusive VIP Wine Tasting Tour with a Special VIP Gift

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the …More

Florence, Italy

5.0 (1)

Florence Exclusive VIP Wine Tasting Tour with a Special VIP Gift

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$131

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have …More

Florence, Italy

5.0 (1)

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have...

11 hours Free Cancellation

5.0 (1)

from
$203

By booking this Tour you will live an outdoor experience, in an uncontaminated territory and you will discover the steps necessary to transform the Campi …More

Sorrento, Italy

5.0 (1)

Vineyard experience in Pozzuoli

By booking this Tour you will live an outdoor experience, in an uncontaminated territory and you will discover the steps necessary to transform the Campi...

3 hours Free Cancellation

5.0 (1)

from
$96

Retrospettiva di Marchesale Wine Tasting and Tour in Bolgheri

Let us take you on a journey through time through the vintages of Marchesale, our Bolgheri Superiore DOC. Each bottle holds a fascinating story, a …More

Livorno, Italy

5.0 (1)

Retrospettiva di Marchesale Wine Tasting and Tour in Bolgheri

Let us take you on a journey through time through the vintages of Marchesale, our Bolgheri Superiore DOC. Each bottle holds a fascinating story, a...

1 hour 15 minutes Free Cancellation

5.0 (1)

from
$90

This 3-day, 2-night tour offers an immersive experience through some of Italy’s most captivating destinations, starting from Milan and ending in Florence. Guests will explore …More

Milan, Italy

5.0 (1)

From Milan to Florence

This 3-day, 2-night tour offers an immersive experience through some of Italy’s most captivating destinations, starting from Milan and ending in Florence. Guests will explore...

3 days Hotel pickup offered

5.0 (1)

from
$2,706

Wine & Local Flavors Tour with Tasting at Cantina D’Erasmo

At Cantina D’Erasmo, every visit is a unique experience. During the guided tour, you’ll uncover the secrets of the vineyards and winemaking, all set within …More

Ascoli Piceno, Italy

5.0 (1)

Wine & Local Flavors Tour with Tasting at Cantina D’Erasmo

At Cantina D’Erasmo, every visit is a unique experience. During the guided tour, you’ll uncover the secrets of the vineyards and winemaking, all set within...

2 hours Free Cancellation

5.0 (1)

from
$41

Liguria: Organic Winery Tour & Wine Tasting

Discover the wine-making traditions of Liguria at a family-owned winery nestled in the hills of Liguria di Ponente, close to the sea. Meet the winemaker …More

Genoa, Italy

5.0 (1)

Liguria: Organic Winery Tour & Wine Tasting

Discover the wine-making traditions of Liguria at a family-owned winery nestled in the hills of Liguria di Ponente, close to the sea. Meet the winemaker...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$55

Pompeii Ruins Guided Tour with Entry, Dinner & Wine on Vesuvius

Discover ancient Pompeii and raise a glass to history with our experience! Explore the incredible ruins with our licensed guide, then head to a scenic …More

Pompeii, Italy

5.0 (1)

Pompeii Ruins Guided Tour with Entry, Dinner & Wine on Vesuvius

Discover ancient Pompeii and raise a glass to history with our experience! Explore the incredible ruins with our licensed guide, then head to a scenic...

5 hours Free Cancellation

5.0 (1)

from
$135

FLORENCE FOOD TOUR:Markets,street food & Florentine T-bone steak!

Unsure how to spend your time? Food or Art? Why not both? This 3,5 hours walking tour is a delicious way to explore the city …More

Florence, Italy

5.0 (1)

FLORENCE FOOD TOUR:Markets,street food & Florentine T-bone steak!

Unsure how to spend your time? Food or Art? Why not both? This 3,5 hours walking tour is a delicious way to explore the city...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$156

Langhe Barolo and Barbaresco Wine Tasting

Join our 1-hour wine tasting experience in the picturesque town of Neive, located in the heart of the Langhe region. This renowned wine-making area is …More

Turin, Italy

5.0 (1)

Langhe Barolo and Barbaresco Wine Tasting

Join our 1-hour wine tasting experience in the picturesque town of Neive, located in the heart of the Langhe region. This renowned wine-making area is...

1 hour Free Cancellation

5.0 (1)

from
$100

Join our 1-hour wine tasting experience in the picturesque town of Neive, located in the heart of the Langhe region. This renowned wine-making area is …More

Turin, Italy

5.0 (1)

Langhe and Piedmont Wine Tasting

Join our 1-hour wine tasting experience in the picturesque town of Neive, located in the heart of the Langhe region. This renowned wine-making area is...

1 hour Free Cancellation

5.0 (1)

from
$62

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?