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 →

San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the …More

Lucca, Italy

5.0 (4)

San Gimignano and Siena Private Wine Tasting Tour with Lunch

This tour includes a car at your disposal during the tour and a transfer to San Gimignano, where you’ll have free time to explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$227

3-Hour Private Food and Wine Experience in Montalcino

Guests will be immersed in the countryside of the southern area of Montalcino and will enter the atmosphere of Molino di Sant'Antimo and the tradition …More

Chianti, Italy

5.0 (3)

3-Hour Private Food and Wine Experience in Montalcino

Guests will be immersed in the countryside of the southern area of Montalcino and will enter the atmosphere of Molino di Sant'Antimo and the tradition...

3 hours

5.0 (3)

from
$138

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small …More

San Gimignano, Italy

5.0 (3)

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small...

6 hours Free Cancellation

5.0 (3)

from
$217

Discover the Salento wine area, home of the Primitivo Negramaro and Salice Salentino grapes, with this full-day wine tour. Enjoy an in depth insight into local …More

Lecce, Italy

5.0 (3)

Full-day Salento Wine and Food Tour

Discover the Salento wine area, home of the Primitivo Negramaro and Salice Salentino grapes, with this full-day wine tour. Enjoy an in depth insight into local...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$228

Taormina premium food & wine tour at rooftops and upscale bars

Indulge in an exquisite exploration of Taormina's hidden treasures while savoring the finest Sicilian wines and delectable cuisine. Taormina's allure lies in its well-kept secrets, …More

Taormina, Italy

5.0 (4)

Taormina premium food & wine tour at rooftops and upscale bars

Indulge in an exquisite exploration of Taormina's hidden treasures while savoring the finest Sicilian wines and delectable cuisine. Taormina's allure lies in its well-kept secrets,...

4 hours Hotel pickup offered

5.0 (4)

from
$514

Montepulciano Wine Tasting & Orvieto Private Day Tour from Rome

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip …More

Rome, Italy

5.0 (3)

Montepulciano Wine Tasting & Orvieto Private Day Tour from Rome

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$597

Trani, Wine Tasting, and Castel Del Monte tour from Bari or Ostuni

Explore fantastic scenery and appreciate centuries-old traditions that have remained largely unchanged. Visit Castel del Monte and Trani and enjoy award winning wines with an …More

Ostuni, Italy

5.0 (2)

Trani, Wine Tasting, and Castel Del Monte tour from Bari or Ostuni

Explore fantastic scenery and appreciate centuries-old traditions that have remained largely unchanged. Visit Castel del Monte and Trani and enjoy award winning wines with an...

9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$301

Organic Wine Tasting in Valpolicella Classica

The entire cellar is certified organic and in the vineyard we work with biodynamic methods. The resulting wines are elegant, clean, pleasant and not binding. …More

Verona, Italy

5.0 (4)

Organic Wine Tasting in Valpolicella Classica

The entire cellar is certified organic and in the vineyard we work with biodynamic methods. The resulting wines are elegant, clean, pleasant and not binding....

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$46

Barolo & Barbaresco Wine Experience with a Local Winemaker / Asti

This is a unique wine experience designed to help you truly understand the Langhe region and its wines, guided by a local winemaker and winery …More

Asti, Italy

5.0 (3)

Barolo & Barbaresco Wine Experience with a Local Winemaker / Asti

This is a unique wine experience designed to help you truly understand the Langhe region and its wines, guided by a local winemaker and winery...

7 hours Free Cancellation

5.0 (3)

from
$267

Wine Bar al centro di Sorrento... Un locale unico nel suo genere dove l'atmosfera e il buon vino fanno da cornice alla serata perfetta, il …More

Sorrento, Italy

5.0 (3)

Wine&Food tasting in Sorrento

Wine Bar al centro di Sorrento... Un locale unico nel suo genere dove l'atmosfera e il buon vino fanno da cornice alla serata perfetta, il...

2 hours Free Cancellation

5.0 (3)

from
$133

Delightful Tuscany wine experience in charming places

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

5.0 (2)

Delightful Tuscany wine experience in charming places

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

5.0 (2)

from
$183

Harvest & Flavor: Pastamaking Class/Wine Tasting - Countryside

Enjoy an amazing culinary experience just outside of Rome. After touring a local winery, you will be welcomed by a professional chef who will teach …More

Rome, Italy

5.0 (2)

Harvest & Flavor: Pastamaking Class/Wine Tasting - Countryside

Enjoy an amazing culinary experience just outside of Rome. After touring a local winery, you will be welcomed by a professional chef who will teach...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$214

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you …More

Florence, Italy

5.0 (3)

Chianti Region and San Gimignano including wine tasting and light lunch

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you...

8 to 9 hours

5.0 (3)

from
$362

Private Food and Wine Tour on the Prosecco Hills from Venice

A true experience on the Prosecco hills! High quality wines and local products taste!! The excursion will depart directly from Venice's terminal (Piazzale Roma) by …More

Venice, Italy

5.0 (3)

Private Food and Wine Tour on the Prosecco Hills from Venice

A true experience on the Prosecco hills! High quality wines and local products taste!! The excursion will depart directly from Venice's terminal (Piazzale Roma) by...

7 hours 30 minutes Free Cancellation

5.0 (3)

from
$572

Private wine & Evo Oils Tasting with Vegetarian Meal

Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods …More

San Gimignano, Italy

5.0 (2)

Private wine & Evo Oils Tasting with Vegetarian Meal

Take a break in a Tuscan atmosphere with a vegetarian lunch or dinner. The experience will start with a detailed introduction to the agricultural methods...

90 to 120 minutes Free Cancellation

5.0 (2)

from
$78

Questa gita di un giorno è progettato per coloro che desiderano godere i momenti salienti della Penisola Sorrentina, il sito archeologico di Pompei e una …More

Sorrento, Italy

5.0 (4)

Wine Tour + Pompeii

Questa gita di un giorno è progettato per coloro che desiderano godere i momenti salienti della Penisola Sorrentina, il sito archeologico di Pompei e una...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$765

- 1 Hour Guided Tour - Tasting of 4 Wines - Snacks along with Wines - Beautiful view of the entire Marano di Valpolicella Valley …More

Verona, Italy

5.0 (4)

Amarone Wine Tasting from Verona

- 1 Hour Guided Tour - Tasting of 4 Wines - Snacks along with Wines - Beautiful view of the entire Marano di Valpolicella Valley...

1 hour 30 minutes Hotel pickup offered

5.0 (4)

from
$56

Semi-Private Chianti Wine Tour with Dinner in Tuscany Vineyard

Small-group tour limited to 25 travel companions. Enjoy the Tuscan flavors and natural beauty of the Chianti region. Escape from the city chaos and immerse …More

Florence, Italy

5.0 (3)

Semi-Private Chianti Wine Tour with Dinner in Tuscany Vineyard

Small-group tour limited to 25 travel companions. Enjoy the Tuscan flavors and natural beauty of the Chianti region. Escape from the city chaos and immerse...

6 hours 30 minutes Free Cancellation

5.0 (3)

from
$204

Sicilian Wine Tasting from Palermo with Food Pairing

An enogastronomic journey immersed in the splendid Baglio, which would become, in 1857, the headquarters of the Cantine Duca di Salaparuta of Casteldaccia. A complete …More

Palermo, Italy

5.0 (1)

Sicilian Wine Tasting from Palermo with Food Pairing

An enogastronomic journey immersed in the splendid Baglio, which would become, in 1857, the headquarters of the Cantine Duca di Salaparuta of Casteldaccia. A complete...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$153

E-Bike tour and Wine tasting in the Austrian Fort from Pastrengo

You will take an exciting 3-hour bike tour in which we will take you to discover the hinterland of Lake Garda: on safe roads and …More

5.0 (2)

E-Bike tour and Wine tasting in the Austrian Fort from Pastrengo

You will take an exciting 3-hour bike tour in which we will take you to discover the hinterland of Lake Garda: on safe roads and...

4 hours Free Cancellation

5.0 (2)

from
$132

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?

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?