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 →

1h30m Wine Tasting and Visit to Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del …More

Chianciano Terme, Italy

5.0 (26)

1h30m Wine Tasting and Visit to Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del...

1 hour 30 minutes Free Cancellation

5.0 (26)

from
$57

UNESCO Vineyards Tour & Wine Tasting in Manarola with a Sommelier

Discover the authentic soul of the Cinque Terre through its most ancient and fascinating tradition: heroic winemaking! Join a native expert sommelier for an unforgettable …More

Manarola, Italy

4.9 (9)

UNESCO Vineyards Tour & Wine Tasting in Manarola with a Sommelier

Discover the authentic soul of the Cinque Terre through its most ancient and fascinating tradition: heroic winemaking! Join a native expert sommelier for an unforgettable...

1 hour 30 minutes Free Cancellation

4.9 (9)

from
$77

Chianti Wine and Vinci half day Small Group Tour from Lucca

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a …More

Lucca, Italy

5.0 (25)

Chianti Wine and Vinci half day Small Group Tour from Lucca

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a...

5 hours 30 minutes Free Cancellation

5.0 (25)

from
$147

Wine Tour Experience for Family or friend's group

From Amalfi coast our meeting time will be in the morning around 09.00am. The first stop will be to Ravello , the music village . …More

Salerno, Italy

5.0 (27)

Wine Tour Experience for Family or friend's group

From Amalfi coast our meeting time will be in the morning around 09.00am. The first stop will be to Ravello , the music village ....

6 to 7 hours Hotel pickup offered

5.0 (27)

from
$228

Private Tuscan meal with Wine and EVO oil tasting

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

4.9 (35)

Private Tuscan meal with Wine and EVO oil tasting

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

4.9 (35)

from
$78

Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and …More

Siena, Italy

5.0 (19)

Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and...

3 hours 30 minutes Free Cancellation

5.0 (19)

from
$171

Wine tasting in the Collio wine area, guided tour of Cividale.

Come and discover Cividale and the Collio wine area in Friuli Venezia Giulia! We are going to discover Cividale, a UNESCO site for its Lombard …More

5.0 (2)

Wine tasting in the Collio wine area, guided tour of Cividale.

Come and discover Cividale and the Collio wine area in Friuli Venezia Giulia! We are going to discover Cividale, a UNESCO site for its Lombard...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$570

Heart of Chianti Classico - 2 Wineries Lunch included - Chianti Wine Tour

Heart of Chianti Classico - 2 Wineries and Lunch - Chianti Wine Tour Tour Length: 7/8 hours. Dates: Every season. Departure Point: From your accommodation …More

Florence, Italy

5.0 (34)

Heart of Chianti Classico - 2 Wineries Lunch included - Chianti Wine Tour

Heart of Chianti Classico - 2 Wineries and Lunch - Chianti Wine Tour Tour Length: 7/8 hours. Dates: Every season. Departure Point: From your accommodation...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$320

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Siena, Italy

4.6 (10)

Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$326

Amalfi Coast with Wine Tasting - Private Driving Tour from Rome

Your driver will pick you up from your hotel in Rome and you will head off towards the beautiful Amalfi Coast for an amazing 11-hour …More

Rome, Italy

5.0 (21)

Amalfi Coast with Wine Tasting - Private Driving Tour from Rome

Your driver will pick you up from your hotel in Rome and you will head off towards the beautiful Amalfi Coast for an amazing 11-hour...

11 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$172

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced …More

Florence, Italy

5.0 (34)

Chianti Wine Tour - Private Wine experience in Tuscany Countryside

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$341

Chianti Wine and Vinci half day Small Group Tour from Montecatini Terme

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit …More

Montecatini Terme, Italy

5.0 (34)

Chianti Wine and Vinci half day Small Group Tour from Montecatini Terme

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit...

4 hours 30 minutes Free Cancellation

5.0 (34)

from
$136

Private Siena and San Gimignano Tour with Wine Tasting From Rome

Hill towns, Medieval areas and good wine! You will experience all this and more on this wonderful tour from Rome. Begginging with a pickup at …More

Rome, Italy

5.0 (22)

Private Siena and San Gimignano Tour with Wine Tasting From Rome

Hill towns, Medieval areas and good wine! You will experience all this and more on this wonderful tour from Rome. Begginging with a pickup at...

11 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$177

4 Wines & 2 Olive Oils Tasting in Chianti Winery with Tour

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain …More

Florence, Italy

4.8 (21)

4 Wines & 2 Olive Oils Tasting in Chianti Winery with Tour

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain...

1 hour 30 minutes

4.8 (21)

from
$41

Wine tasting in the historical Cantalici winery

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an …More

Lucca, Italy

4.8 (31)

Wine tasting in the historical Cantalici winery

The tasting at Cantalici is a way to immerse yourself in a familiar atmosphere to discover typical wines from the Chianti Classico production area, an...

50 minutes

4.8 (31)

from
$17

Barolo&Barbaresco Wine Experience with a Local Winemaker / Milano

I am a local wine maker and owner of a winery. I was born here in one of Italy's most famous wine regions in Piemonte. …More

Asti, Italy

5.0 (30)

Barolo&Barbaresco Wine Experience with a Local Winemaker / Milano

I am a local wine maker and owner of a winery. I was born here in one of Italy's most famous wine regions in Piemonte....

9 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$459

Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this …More

San Gimignano, Italy

4.8 (21)

Private Wine and Extra Virgin Olive Oil Tasting

Escape to a charming family farm and immerse yourself in the authentic flavors of Tuscany. Just a short walk from San Gimignano’s historic center, this...

45 minutes Free Cancellation

4.8 (21)

from
$48

Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano …More

Florence, Italy

4.8 (23)

Small-Group Vernaccia di San Gimignano Wine Tour - White and Red Wines

This tour takes you to visit two wine region of Tuscany famous for red and white wines. We will make a stop at San Gimignano...

7 hours

4.8 (23)

from
$325

Trastevere, Rome Food & Wine Tasting Tour

Join us on a tasting adventure in the top gastronomic destination in Rome. Beloved by locals, Trastevere is a neighborhood renown both for its charm …More

Rome, Italy

4.9 (25)

Trastevere, Rome Food & Wine Tasting Tour

Join us on a tasting adventure in the top gastronomic destination in Rome. Beloved by locals, Trastevere is a neighborhood renown both for its charm...

3 to 4 hours Free Cancellation

4.9 (25)

from
$131

Join "Wine Tasting Experience Etna Nord", we are waiting for you to find together the time and pleasure of the table, enjoying a unique panorama …More

5.0 (8)

Wine Tasting Experience Etna Nord

Join "Wine Tasting Experience Etna Nord", we are waiting for you to find together the time and pleasure of the table, enjoying a unique panorama...

1 hour 30 minutes Free Cancellation

5.0 (8)

from
$48

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?