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 →

Valle del Sole Tasting of 3 wines and EVO oil

A fantastic Wine Tasting on our terrace, where you can see all our vineyards directly, while tasting 3 of our biodynamic wines, a white wine, …More

Lucca, Italy

3.8 (10)

Valle del Sole Tasting of 3 wines and EVO oil

A fantastic Wine Tasting on our terrace, where you can see all our vineyards directly, while tasting 3 of our biodynamic wines, a white wine,...

1 hour Free Cancellation

3.8 (10)

from
$40

Pompeii and Vesuvius with Wine Tasting from Sorrento

Departure from your accommodation. Visit to the archaeological site of Pompeii and find out what life was like before the catastrophic eruption of Vesuvius in …More

Sorrento, Italy

4.0 (10)

Pompeii and Vesuvius with Wine Tasting from Sorrento

Departure from your accommodation. Visit to the archaeological site of Pompeii and find out what life was like before the catastrophic eruption of Vesuvius in...

8 to 9 hours Hotel pickup offered Free Cancellation

4.0 (10)

from
$261

Collio: Cividale Del Friuli and Wine Tastings from Trieste

Embark on a captivating journey through the enchanting Collio wine region, where you'll discover not only its world-renowned wines but also be mesmerized by its …More

Trieste, Italy

4.2 (9)

Collio: Cividale Del Friuli and Wine Tastings from Trieste

Embark on a captivating journey through the enchanting Collio wine region, where you'll discover not only its world-renowned wines but also be mesmerized by its...

5 hours Hotel pickup offered Free Cancellation

4.2 (9)

from
$116

Private wine, Extra Virgin Olive Oils & Cheese Tasting

Indulge in the authentic flavors of Tuscany with this exclusive wine, olive oil & balsamic vinegar tasting experience just minutes from the heart of San …More

San Gimignano, Italy

4.0 (9)

Private wine, Extra Virgin Olive Oils & Cheese Tasting

Indulge in the authentic flavors of Tuscany with this exclusive wine, olive oil & balsamic vinegar tasting experience just minutes from the heart of San...

45 minutes Free Cancellation

4.0 (9)

from
$63

We are Independent Winegrowers FIVI because, starting from the vineyard, we tell our story and the link with our land. Our work gives us a …More

4.1 (9)

FR Lovers Wine Tasting

We are Independent Winegrowers FIVI because, starting from the vineyard, we tell our story and the link with our land. Our work gives us a...

1 hour Free Cancellation

4.1 (9)

from
$29

Bergamo and Franciacorta with lunch and cellar visit

Bergamo Città Alta: perched on a hill and surrounded by walls, it retains the layout of its ancient streets and the medieval and Renaissance atmosphere …More

Milan, Italy

4.2 (9)

Bergamo and Franciacorta with lunch and cellar visit

Bergamo Città Alta: perched on a hill and surrounded by walls, it retains the layout of its ancient streets and the medieval and Renaissance atmosphere...

8 hours Free Cancellation

4.2 (9)

from
$333

Bologna Wine Tasting In wine shop with a local

Are you in town and want to taste the best local wines and typical products without leaving the centre? This tour is for you! Spend …More

Bologna, Italy

4.1 (8)

Bologna Wine Tasting In wine shop with a local

Are you in town and want to taste the best local wines and typical products without leaving the centre? This tour is for you! Spend...

2 hours Free Cancellation

4.1 (8)

from
$85

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

Upon your arrival we will welcome you to visit the winery and discover all the winemaking processes together. After the visit we will reach the …More

Montepulciano, Italy

4.3 (8)

Enjoy a meal with wine tasting in the vineyard of Podere Casanova

Upon your arrival we will welcome you to visit the winery and discover all the winemaking processes together. After the visit we will reach the...

4 hours

4.3 (8)

from
$114

Special Chianti Afternoon Wine Tour from Florence

Embark on an unforgettable journey through the heart of Tuscany on our exclusive Chianti Wine Tour. This experience is not just a tour, but a …More

Florence, Italy

3.9 (8)

Special Chianti Afternoon Wine Tour from Florence

Embark on an unforgettable journey through the heart of Tuscany on our exclusive Chianti Wine Tour. This experience is not just a tour, but a...

5 hours 30 minutes Free Cancellation

3.9 (8)

from
$107

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties: …More

Florence, Italy

4.0 (7)

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties:...

10 hours Free Cancellation

4.0 (7)

from
$272

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the …More

Rome, Italy

4.2 (6)

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the...

10 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$168

A unique way to discover the colours, the landscapes, to taste the flavours of this land, come and meet the producers, enojoy the wines, and …More

Chianti, Italy

4.2 (6)

Montalcino wine tour

A unique way to discover the colours, the landscapes, to taste the flavours of this land, come and meet the producers, enojoy the wines, and...

9 hours

4.2 (6)

from
$397

Vesuvio Gran cono + Wine Tasting & Lunch + Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del …More

Naples, Italy

4.2 (6)

Vesuvio Gran cono + Wine Tasting & Lunch + Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del...

5 to 6 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$168

Florence Ghost & Crime Small-Group Tour with Tasting & Wine

Discover Florence’s darker side on a guided walking tour filled with true crime, legends, and hidden stories. Walk through the city’s ancient streets as your …More

Florence, Italy

4.2 (6)

Florence Ghost & Crime Small-Group Tour with Tasting & Wine

Discover Florence’s darker side on a guided walking tour filled with true crime, legends, and hidden stories. Walk through the city’s ancient streets as your...

2 hours Free Cancellation

4.2 (6)

from
$44

Private tour from Turin: Full day Langhe Region with its Colors and Flavors

Private Italian wine-tasting tour from Turin including transfer, wine tasting and Professional Guide full day at disposal. Enjoy the famous wines of Piedmont including Barolo …More

Turin, Italy

4.2 (5)

Private tour from Turin: Full day Langhe Region with its Colors and Flavors

Private Italian wine-tasting tour from Turin including transfer, wine tasting and Professional Guide full day at disposal. Enjoy the famous wines of Piedmont including Barolo...

8 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$794

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del …More

Naples, Italy

4.0 (5)

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Naples

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del...

4 to 6 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$121

Half-Day Chianti Wine and Olive Oil Tour from Viareggio

The best way to enjoy a Chianti Wine tasting in Tuscany. Our small group sizes mean a more intimate and fun Tuscan Wine experience for …More

Versilia, Italy

4.2 (5)

Half-Day Chianti Wine and Olive Oil Tour from Viareggio

The best way to enjoy a Chianti Wine tasting in Tuscany. Our small group sizes mean a more intimate and fun Tuscan Wine experience for...

6 hours Free Cancellation

4.2 (5)

from
$159

From Civitavecchia: Tuscany-Latium Wine Tour with Tastings

Embark on a sensory journey through the sun-kissed vineyards of south Tuscany (Maremma), where history, tradition, and fine wine come together in a stunning Tuscan …More

Lake Bracciano, Italy

3.8 (5)

From Civitavecchia: Tuscany-Latium Wine Tour with Tastings

Embark on a sensory journey through the sun-kissed vineyards of south Tuscany (Maremma), where history, tradition, and fine wine come together in a stunning Tuscan...

7 hours 30 minutes Hotel pickup offered Free Cancellation

3.8 (5)

from
$284

Savor the flavors of Italy on a 3-hour walking tour of Milan, led by a food-loving local guide. Get the best food treats in the …More

Milan, Italy

3.8 (5)

Milan : ITALIAN FOOD TOUR - 3h

Savor the flavors of Italy on a 3-hour walking tour of Milan, led by a food-loving local guide. Get the best food treats in the...

3 hours Free Cancellation

3.8 (5)

from
$102

Private Wine Tasting Tour, Taormina and Messina from Messina

The first stop of the tour includes the arrival in Taormina where passengers will have about 3 hours to calmly explore one of the most …More

Messina, Italy

4.2 (5)

Private Wine Tasting Tour, Taormina and Messina from Messina

The first stop of the tour includes the arrival in Taormina where passengers will have about 3 hours to calmly explore one of the most...

5 to 6 hours Hotel pickup offered Free Cancellation

4.2 (5)

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?