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 →

5 Days Food Wine and Culture West Sicily Tour In Palermo

During this 5-day culinary, wine and cultural tour of western Sicily, you'll have the opportunity to explore the stunning cities of Palermo, Marsala and Agrigento. …More

Palermo, Italy

5 Days Food Wine and Culture West Sicily Tour In Palermo

During this 5-day culinary, wine and cultural tour of western Sicily, you'll have the opportunity to explore the stunning cities of Palermo, Marsala and Agrigento....

5 days Hotel pickup offered

from
$1,481

1. Hotel Pickup in Rome 2. Scenic Drive Through Tuscany 3. Explore San Gimignano Discover the "Medieval Manhattan," famous for its striking stone towers, charming …More

Rome, Italy

Tuscany Wine Tour

1. Hotel Pickup in Rome 2. Scenic Drive Through Tuscany 3. Explore San Gimignano Discover the "Medieval Manhattan," famous for its striking stone towers, charming...

10 hours Hotel pickup offered Free Cancellation

from
$224

Umbria Food & Wine, 5 Nights Private Tour – Itinerary #1

UMBRIA FOOD & WINE GUIDED TOUR - 4 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine …More

Perugia, Italy

Umbria Food & Wine, 5 Nights Private Tour – Itinerary #1

UMBRIA FOOD & WINE GUIDED TOUR - 4 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine...

5 days

from
$1,686

Valdobbiadene 2 days between wine, food and culture

The Prosecco di Conegliano and Valdobbiadene hills were proclaimed, on 7 July 2019, a UNESCO World Heritage Site. In these 2 days you can visit …More

Venice, Italy

Valdobbiadene 2 days between wine, food and culture

The Prosecco di Conegliano and Valdobbiadene hills were proclaimed, on 7 July 2019, a UNESCO World Heritage Site. In these 2 days you can visit...

2 days Free Cancellation

from
$1,205

A captivating journey through rugged landscapes and ancient history. From the towering limestone cliffs of Su Gorropu Gorge to the pristine beaches of Cala Goloritzè …More

Sardinia Active Vacation Tour

A captivating journey through rugged landscapes and ancient history. From the towering limestone cliffs of Su Gorropu Gorge to the pristine beaches of Cala Goloritzè...

6 days

from
$2,999

Private Experience: Guided tour in Pompei & local wine tasting from Sorrento

Pick-up from your hotel and transfer to Pompeii by Mercedes vehicles. Arrive in Pompeii and meet an English-speaking authorized tour guide. Guided visit of 2 …More

Sorrento, Italy

Private Experience: Guided tour in Pompei & local wine tasting from Sorrento

Pick-up from your hotel and transfer to Pompeii by Mercedes vehicles. Arrive in Pompeii and meet an English-speaking authorized tour guide. Guided visit of 2...

7 hours Free Cancellation

from
$1,263

Umbria Food & Wine, 5 Nights Tour – Itinerary #2

UMBRIA FOOD & WINE GUIDED TOUR - 4 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine …More

Perugia, Italy

Umbria Food & Wine, 5 Nights Tour – Itinerary #2

UMBRIA FOOD & WINE GUIDED TOUR - 4 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine...

5 days

from
$1,744

Umbria Food & Wine- 8 Nights Private Tour

UMBRIA FOOD & WINE PRIVATE TOUR, 7 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine tour, …More

Perugia, Italy

Umbria Food & Wine- 8 Nights Private Tour

UMBRIA FOOD & WINE PRIVATE TOUR, 7 nights, all the best of our regional specialities and delicious activities: truffle hunting, pasta cooking class, wine tour,...

7 days

from
$1,378

Wine and Cooking Under the Tuscany Sun 5 Days Experience

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day …More

Rome, Italy

Wine and Cooking Under the Tuscany Sun 5 Days Experience

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day...

5 days

from
$1,607

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day …More

Rome, Italy

Wine and Cooking 5 Days Under the Tuscany Sun

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day...

5 days

from
$1,607

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day …More

Rome, Italy

Wine and Cooking Under the Tuscany Sun 5 Days Experince

Enjoy this 5-Day Food & Wine-Focused Tour of Tuscany with Private Driver Indulge in the authentic flavors and world-class wines of Tuscany on this 5-day...

5 days

from
$1,607

Enjoy this 5-day independent tour of Tuscany complete with a private driver. Starting from Rome, make your way to Siena where you will sleep all …More

Rome, Italy

5-Days Wine and Cooking Under the Tuscany Sun

Enjoy this 5-day independent tour of Tuscany complete with a private driver. Starting from Rome, make your way to Siena where you will sleep all...

5 days

from
$1,370

Your private tour driver will whisk you away on a luxury vehicle, through the most charming and picturesque settings in Tuscany. You will reach Montalcino, …More

Rome, Italy

Montalcino and Pienza Tour from Rome

Your private tour driver will whisk you away on a luxury vehicle, through the most charming and picturesque settings in Tuscany. You will reach Montalcino,...

9 hours Hotel pickup offered Free Cancellation

from
$257

Elopement represents for many a way to get married focusing exclusively on themselves as a couple and live an intimate wedding experience. We at Your …More

Florence, Italy

Elopement in Florence and Tuscany

Elopement represents for many a way to get married focusing exclusively on themselves as a couple and live an intimate wedding experience. We at Your...

1 day Hotel pickup offered

from
$2,270

Siena and Chianti Country with Lunch&2WineTastings from Florence

Enjoy this unforgettable High Level Tour and delve into Tuscany’s history and culture on a full-day private tour of Siena and Chianti Wine area. Depart …More

Florence, Italy

Siena and Chianti Country with Lunch&2WineTastings from Florence

Enjoy this unforgettable High Level Tour and delve into Tuscany’s history and culture on a full-day private tour of Siena and Chianti Wine area. Depart...

10 hours Hotel pickup offered

from
$689

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full …More

Milan, Italy

Como Lake / Bellagio-Tour in Ferrari

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full...

7 to 8 hours Hotel pickup offered

from
$4,477

Siena included 2Wineries & Lunch in Chianti Country from Florence

Enjoy this unforgettable High Level Tour and delve into Tuscany’s history and culture on a full-day private tour of Siena and Chianti Wine area. Depart …More

Florence, Italy

Siena included 2Wineries & Lunch in Chianti Country from Florence

Enjoy this unforgettable High Level Tour and delve into Tuscany’s history and culture on a full-day private tour of Siena and Chianti Wine area. Depart...

10 hours Hotel pickup offered

from
$689

Montalcino 2 Top Wineries full day Limousine Service Florence

On this Tours there is a selection of the Top Wineries of Montalcino, you will have a real Brunello di Montalcino Top experience, and a …More

Florence, Italy

Montalcino 2 Top Wineries full day Limousine Service Florence

On this Tours there is a selection of the Top Wineries of Montalcino, you will have a real Brunello di Montalcino Top experience, and a...

10 hours Hotel pickup offered Free Cancellation

from
$1,358

Private Slovenia's Coast Wine and Food Tasting

Explore Istria like never before! With the Istria Safari Jeep, embark on an in-depth and authentic exploration of selected Istrian products. Whether you choose wine, …More

Piran, Slovenia

Private Slovenia's Coast Wine and Food Tasting

Explore Istria like never before! With the Istria Safari Jeep, embark on an in-depth and authentic exploration of selected Istrian products. Whether you choose wine,...

3 to 5 hours Hotel pickup offered Free Cancellation

from
$126

Three Days Tuscany Winery Tour from Florence

Embark on an Unforgettable Wine Tour in Tuscany! Welcome to the heart of Italian wine country, where rolling vineyards, centuries-old wineries, and exceptional vintages await …More

Florence, Italy

Three Days Tuscany Winery Tour from Florence

Embark on an Unforgettable Wine Tour in Tuscany! Welcome to the heart of Italian wine country, where rolling vineyards, centuries-old wineries, and exceptional vintages await...

3 days Hotel pickup offered Free Cancellation

from
$4,810

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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:

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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?