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 →

Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and …More

Florence, Italy

5.0 (35)

Quad Tour ATV Adventure in Chianti. Lunch and Wine Tasting

Come and discover the wild heart of Chianti, together with us you can live an experience totally immersed in the green of the countryside and...

6 to 8 hours Free Cancellation

5.0 (35)

from
$367

Bike Station Valpolicella: E-bike tour & Amarone Tasting

This E-bike tour is put forward by Tenuta Santa Maria Valverde, a Winery Boutique in Marano di Valpolicella. We are not intermediaries or tour operator: …More

Verona, Italy

4.9 (34)

Bike Station Valpolicella: E-bike tour & Amarone Tasting

This E-bike tour is put forward by Tenuta Santa Maria Valverde, a Winery Boutique in Marano di Valpolicella. We are not intermediaries or tour operator:...

3 hours Free Cancellation

4.9 (34)

from
$126

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from …More

Florence, Italy

5.0 (34)

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$140

Milan Wine Tasting with Italian Sommelier

Relax in a wine bar in central Milan and start your Italian wine tasting experience with this 1nhour wine tasting with an expert sommelier. Taste …More

Milan, Italy

4.9 (34)

Milan Wine Tasting with Italian Sommelier

Relax in a wine bar in central Milan and start your Italian wine tasting experience with this 1nhour wine tasting with an expert sommelier. Taste...

1 hour Free Cancellation

4.9 (34)

from
$100

Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

Have you been dreaming of Tuscany? Then this tour is for you. Wake up in Florence, where your private driver will meet you at your …More

Florence, Italy

5.0 (34)

Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

Have you been dreaming of Tuscany? Then this tour is for you. Wake up in Florence, where your private driver will meet you at your...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$450

Private Irpinia Wine Tour from SORRENTO with sommelier

Spend a day getting to know the wines of Italy’s Irpinia region on this private full-day tour from Sorrento. With an expert sommelier as your …More

Sorrento, Italy

4.9 (34)

Private Irpinia Wine Tour from SORRENTO with sommelier

Spend a day getting to know the wines of Italy’s Irpinia region on this private full-day tour from Sorrento. With an expert sommelier as your...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (34)

from
$268

Occasionally, the truffle hunt may be shared with a few other guests, in order to preserve the delicate environment where truffles grow, endangered by the …More

Langhe-Roero and Monferrato, Italy

5.0 (34)

Truffle hunt and Barolo wine tasting

Occasionally, the truffle hunt may be shared with a few other guests, in order to preserve the delicate environment where truffles grow, endangered by the...

4 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$188

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

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

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute …More

Florence, Italy

5.0 (33)

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$134

Wine Windows Walk with Wine Tasting and Appetizers

- Admire beautiful Medieval and Renaissance landmark sites walking through the city - Discover the famous wine windows in the historical center and enjoy a …More

Florence, Italy

4.9 (33)

Wine Windows Walk with Wine Tasting and Appetizers

- Admire beautiful Medieval and Renaissance landmark sites walking through the city - Discover the famous wine windows in the historical center and enjoy a...

2 hours 30 minutes Free Cancellation

4.9 (33)

from
$113

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Experience an unforgettable full-day chauffeur-driven adventure deep in the heart of Chianti — far from the hustle and bustle of Florence. Sit back and relax …More

Florence, Italy

4.9 (33)

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Experience an unforgettable full-day chauffeur-driven adventure deep in the heart of Chianti — far from the hustle and bustle of Florence. Sit back and relax...

8 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$120

Old Taverns and Rialto Market Food Adventure (come hungry!)

We offer a unique chance to discover some of the oldest eateries of Venice: old taverns, family-run enterprises and traditional hidden restaurants hung out by …More

Venice, Italy

5.0 (32)

Old Taverns and Rialto Market Food Adventure (come hungry!)

We offer a unique chance to discover some of the oldest eateries of Venice: old taverns, family-run enterprises and traditional hidden restaurants hung out by...

3 hours Free Cancellation

5.0 (32)

from
$124

Mercato di Centrale - Food and Wine Tasting Highlights Tour

Experience the culinary delights and rich history of Florence, Italy, on our immersive 3.5-hour food tour. Wander through the charming streets and iconic squares of …More

Florence, Italy

5.0 (32)

Mercato di Centrale - Food and Wine Tasting Highlights Tour

Experience the culinary delights and rich history of Florence, Italy, on our immersive 3.5-hour food tour. Wander through the charming streets and iconic squares of...

3 hours 30 minutes Free Cancellation

5.0 (32)

from
$102

Winery Tour and Private Tasting in Montefalco

Unique experience with a member of the Valentini family who will tell you the secrets of work from the vineyard to the transformation of the …More

Perugia, Italy

4.9 (32)

Winery Tour and Private Tasting in Montefalco

Unique experience with a member of the Valentini family who will tell you the secrets of work from the vineyard to the transformation of the...

1 hour 30 minutes Free Cancellation

4.9 (32)

from
$28

Montepulciano Wine and Pienza Flavours Private Day Tour from Rome

Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks …More

Rome, Italy

5.0 (32)

Montepulciano Wine and Pienza Flavours Private Day Tour from Rome

Our years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks...

10 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$117

Pompeii Sorrento Positano, Minivan + Guide

Let yourself be transported on an exciting journey through time, in the beauty, in the flavors, in the local traditions of this fantastic land.Pompeii does …More

Naples, Italy

5.0 (32)

Pompeii Sorrento Positano, Minivan + Guide

Let yourself be transported on an exciting journey through time, in the beauty, in the flavors, in the local traditions of this fantastic land.Pompeii does...

7 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$148

Winery Tour & Wine Tasting with Cheese at a Family Winery

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

4.9 (31)

Winery Tour & Wine Tasting with Cheese at a Family Winery

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

4.9 (31)

from
$63

PRIVATE Hands-On Cooking Class & Wine in Mirella’s Florence Home

Rather than yet another dinner out on the town, enjoy an intimate, private cooking experience in the south Florence town of Antella. The ultimate take-home …More

Florence, Italy

5.0 (31)

PRIVATE Hands-On Cooking Class & Wine in Mirella’s Florence Home

Rather than yet another dinner out on the town, enjoy an intimate, private cooking experience in the south Florence town of Antella. The ultimate take-home...

3 hours Free Cancellation

5.0 (31)

from
$269

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?

Got any more Italy trip ideas?

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