Top Italy Wine Tasting & Winery Tours

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 →

Pisa, Lucca and wine experience Private Shore Excursion from La Spezia port

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments. …More

La Spezia, Italy

5.0 (4)

Pisa, Lucca and wine experience Private Shore Excursion from La Spezia port

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments....

8 hours Free Cancellation

5.0 (4)

from
$142

BarCa Winery Cinqueterre Trekking & Wine Tasting & Pesto Class

Pesto class & Wine tasting Unique opportunity to get to know our cellar, its history, its wines, the heroic viticulture of the Cinqueterre. -Vineyard tours: …More

Cinque Terre, Italy

4.9 (58)

BarCa Winery Cinqueterre Trekking & Wine Tasting & Pesto Class

Pesto class & Wine tasting Unique opportunity to get to know our cellar, its history, its wines, the heroic viticulture of the Cinqueterre. -Vineyard tours:...

1 hour 30 minutes Free Cancellation

4.9 (58)

from
$74

A tasting of 4 selected Etna wines will be accompanied by fantastic local foods, for a consistent sensory journey. The food tasting will begin with …More

5.0 (5)

Wine Tasting in an Old Millstone

A tasting of 4 selected Etna wines will be accompanied by fantastic local foods, for a consistent sensory journey. The food tasting will begin with...

2 hours Free Cancellation

5.0 (5)

from
$66

Evening Flavors of Naples: Private Food Tour and Wine Tasting

Enjoy this pleasant walk in one of the most enchanting cities of the world. Be welcomed by your professional and local guide in Piazza Dante …More

Naples, Italy

4.9 (45)

Evening Flavors of Naples: Private Food Tour and Wine Tasting

Enjoy this pleasant walk in one of the most enchanting cities of the world. Be welcomed by your professional and local guide in Piazza Dante...

4 hours Free Cancellation

4.9 (45)

from
$102

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in …More

Florence, Italy

5.0 (2)

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$189

Private Tuscan Cooking Class & Wine Tasting from Florence

Enjoy a private Tuscan cooking class set in a family Tuscan home boutique, overlooking the hills of Tuscany. One of the best ways to embrace …More

Florence, Italy

5.0 (3)

Private Tuscan Cooking Class & Wine Tasting from Florence

Enjoy a private Tuscan cooking class set in a family Tuscan home boutique, overlooking the hills of Tuscany. One of the best ways to embrace...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$566

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at …More

Siena, Italy

5.0 (4)

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$183

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the …More

Florence, Italy

4.9 (52)

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the...

5 hours 30 minutes

4.9 (52)

from
$276

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

From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, …More

Pisa, Italy

5.0 (4)

From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees,...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$275

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$261

Cantine Bosco Nestore - Wine tour e Tasting

An extraordinary tour of the wine history of Abruzzo. Wine tasting and appetizers. The winery is one of the oldest in Abruzzo. Born in the …More

Pescara, Italy

4.9 (35)

Cantine Bosco Nestore - Wine tour e Tasting

An extraordinary tour of the wine history of Abruzzo. Wine tasting and appetizers. The winery is one of the oldest in Abruzzo. Born in the...

2 hours Free Cancellation

4.9 (35)

from
$52

Trani: Wine tasting & Light Lunch in a Vineyard

After a 50-minute drive from Bari, you will reach a family-run vineyard surrounded by hectares of olive, almond groves and cherry orchards: a renowned company …More

Bari, Italy

4.8 (13)

Trani: Wine tasting & Light Lunch in a Vineyard

After a 50-minute drive from Bari, you will reach a family-run vineyard surrounded by hectares of olive, almond groves and cherry orchards: a renowned company...

2 to 4 hours Hotel pickup offered

4.8 (13)

from
$68

This tour will allow you to live a first-hand experience immersed in the vineyards and the wineries of the area, where you will learn the …More

4.9 (7)

Wine tour aroud vineyards of Cagliari

This tour will allow you to live a first-hand experience immersed in the vineyards and the wineries of the area, where you will learn the...

3 hours Free Cancellation

4.9 (7)

from
$114

A culinary and wine experience in the Rione Monti area, a historic neighborhood in Rome celebrated for its cobblestone streets, artisan boutiques, and vibrant atmosphere. …More

Rome, Italy

5.0 (12)

Rome: Rione Monti Food Tasting Tour

A culinary and wine experience in the Rione Monti area, a historic neighborhood in Rome celebrated for its cobblestone streets, artisan boutiques, and vibrant atmosphere....

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$83

Private Evening Campania Felix Wine Tasting Evening in Naples

The offer comprises an in-depth of Campania’s eno-gastronomic culture through wine-food tasting & matching of 4 or 5 premiere regional wines and traditional dishes. The …More

Naples, Italy

5.0 (50)

Private Evening Campania Felix Wine Tasting Evening in Naples

The offer comprises an in-depth of Campania’s eno-gastronomic culture through wine-food tasting & matching of 4 or 5 premiere regional wines and traditional dishes. The...

2 hours 20 minutes Free Cancellation

5.0 (50)

from
$170

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Montecatini Terme, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

9 hours Free Cancellation

4.8 (56)

from
$193

Private Tour: Prosecco Wine Tasting Day Trip with Lunch from Venice

Immerse yourself in the tastes and traditions of Italy’s prosecco wines on this private day trip from Venice. With an English speaking driver, explore the …More

Venice, Italy

4.9 (46)

Private Tour: Prosecco Wine Tasting Day Trip with Lunch from Venice

Immerse yourself in the tastes and traditions of Italy’s prosecco wines on this private day trip from Venice. With an English speaking driver, explore the...

8 hours

4.9 (46)

from
$342

1-Hour Guided Tuscan Wine Tasting in Florence

All wines for the experience are exclusive in Florence and not exported outside Italy; very small production wineries, organic, biodynamic, or natural. A pure, genuine, …More

Florence, Italy

5.0 (6)

1-Hour Guided Tuscan Wine Tasting in Florence

All wines for the experience are exclusive in Florence and not exported outside Italy; very small production wineries, organic, biodynamic, or natural. A pure, genuine,...

1 hour Free Cancellation

5.0 (6)

from
$80

Winery Tour & Wine Tasting with Cheese & Charcuterie

Your visit begins with a pleasant walk through our vineyard, where we craft the exceptional quality of each of our wine. During the walk, we …More

Orvieto, Italy

5.0 (51)

Winery Tour & Wine Tasting with Cheese & Charcuterie

Your visit begins with a pleasant walk through our vineyard, where we craft the exceptional quality of each of our wine. During the walk, we...

2 hours Free Cancellation

5.0 (51)

from
$75

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Italy Wine Tasting & Winery Tours are:

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?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Italy trip ideas?

What are the most popular styles of Tours and Activities in Italy?