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 →

Small Group Bologna Food Tour – Local Food & Market Experience

Delicious Bologna Food Tours want the tourists live an authentic experience like a local. 6 stops at some selected historical shops and restaurants to taste …More

Bologna, Italy

5.0 (925)

Small Group Bologna Food Tour – Local Food & Market Experience

Delicious Bologna Food Tours want the tourists live an authentic experience like a local. 6 stops at some selected historical shops and restaurants to taste...

4 hours 30 minutes Free Cancellation

5.0 (925)

from
$125

From Florence: San Gimignano, Wine Tasting & Cooking Class

Escape the bustle of Florence and discover the authentic beauty of Tuscany on this small-group countryside tour. Travel through rolling hills and vineyards as you …More

Florence, Italy

4.5 (579)

From Florence: San Gimignano, Wine Tasting & Cooking Class

Escape the bustle of Florence and discover the authentic beauty of Tuscany on this small-group countryside tour. Travel through rolling hills and vineyards as you...

11 hours 30 minutes Free Cancellation

4.5 (579)

from
$181

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch

Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore …More

Florence, Italy

4.6 (4,518)

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch

Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore...

11 hours Free Cancellation

4.6 (4,518)

from
$90

Rome by Night - Ebike Small Group Tour - Food and Wine (Option)

A night tour on an E-bike is one of the best ways to explore the Eternal City. The streets are less crowded and the lighting …More

Rome, Italy

4.9 (1,200)

Rome by Night - Ebike Small Group Tour - Food and Wine (Option)

A night tour on an E-bike is one of the best ways to explore the Eternal City. The streets are less crowded and the lighting...

4 hours Free Cancellation

4.9 (1,200)

from
$56

Rome Food Tour with Trionfale Food Market visit by Cooking Italy

Visit the foodie neighborhood of Rome, to enjoy over 25 delicious tastings, at 6 locally loved venues. The tour begins at an authentic café, with …More

Rome, Italy

5.0 (517)

Rome Food Tour with Trionfale Food Market visit by Cooking Italy

Visit the foodie neighborhood of Rome, to enjoy over 25 delicious tastings, at 6 locally loved venues. The tour begins at an authentic café, with...

4 hours Free Cancellation

5.0 (517)

from
$76

Winner 2026: Rome Trastevere Luxury Food Tour with Fine Wine

Taste the best of Rome with this 4 hour walking food and wine tour through the Trastevere neighborhood. Your foodie guide will take you to …More

Rome, Italy

5.0 (3,636)

Winner 2026: Rome Trastevere Luxury Food Tour with Fine Wine

Taste the best of Rome with this 4 hour walking food and wine tour through the Trastevere neighborhood. Your foodie guide will take you to...

4 hours Free Cancellation

5.0 (3,636)

from
$112

Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch

Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine. …More

Florence, Italy

4.8 (2,653)

Tuscany in One Day: Pisa, Siena, San Gimignano & Chianti Lunch

Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine....

12 hours Free Cancellation

4.8 (2,653)

from
$74

Sea View Sicilian Cooking Class & Taormina Market with Chef Mimmo

Learn to cook delicious Sicilian specialties in a warm and welcoming setting, just steps from the beach and the sea, guided by a professional chef. …More

Taormina, Italy

5.0 (751)

Sea View Sicilian Cooking Class & Taormina Market with Chef Mimmo

Learn to cook delicious Sicilian specialties in a warm and welcoming setting, just steps from the beach and the sea, guided by a professional chef....

4 hours Free Cancellation

5.0 (751)

from
$126

Tuscany Vespa Tours Through the Hills of Chianti

There is nothing more exciting and unique than driving a vespa through the Tuscan hills. Live “La Dolce Vita” with us. Our Tuscany Vespa Tours …More

Florence, Italy

5.0 (575)

Tuscany Vespa Tours Through the Hills of Chianti

There is nothing more exciting and unique than driving a vespa through the Tuscan hills. Live “La Dolce Vita” with us. Our Tuscany Vespa Tours...

6 hours Free Cancellation

5.0 (575)

from
$184

Rome Pasta Making Class with Sauces and Wine Included (gf option)

Small groups pasta-making class with local chefs. In this masterclass, you'll be able to learn how to make the famous Italian handmade pasta and pair …More

Rome, Italy

5.0 (886)

Rome Pasta Making Class with Sauces and Wine Included (gf option)

Small groups pasta-making class with local chefs. In this masterclass, you'll be able to learn how to make the famous Italian handmade pasta and pair...

3 hours Free Cancellation

5.0 (886)

from
$98

Bologna Food Experience: Factory tours & Lunch By Italian Days

IMPORTANT! NO HOTEL PICK UP Meeting POINT. 7 am in Piazza XX 3 Settembre, nearby the trainstation in Bologna. What's included: - FACTORY/PRODUCTION SITES TOUR …More

Bologna, Italy

5.0 (1,300)

Bologna Food Experience: Factory tours & Lunch By Italian Days

IMPORTANT! NO HOTEL PICK UP Meeting POINT. 7 am in Piazza XX 3 Settembre, nearby the trainstation in Bologna. What's included: - FACTORY/PRODUCTION SITES TOUR...

9 hours Free Cancellation

5.0 (1,300)

from
$181

Rome: Somm-Led Fine Italian Wine & Dinner in a Renaissance Palace

Immerse yourself in the very best of Italian cuisine on this 2.5 hrs wine & food pairing experience guided by a professional sommelier. You will …More

Rome, Italy

4.8 (290)

Rome: Somm-Led Fine Italian Wine & Dinner in a Renaissance Palace

Immerse yourself in the very best of Italian cuisine on this 2.5 hrs wine & food pairing experience guided by a professional sommelier. You will...

2 hours 30 minutes Free Cancellation

4.8 (290)

from
$165

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover …More

Siena, Italy

4.9 (1,035)

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover...

9 hours Free Cancellation

4.9 (1,035)

from
$217

Sorrento Food Tasting and Lemon Grove Tour

Taste your way through the charming city of Sorrento. Leisurely walk with a local guide, visit popular local eateries, family-owned delis and markets to enjoy …More

Sorrento, Italy

4.8 (848)

Sorrento Food Tasting and Lemon Grove Tour

Taste your way through the charming city of Sorrento. Leisurely walk with a local guide, visit popular local eateries, family-owned delis and markets to enjoy...

3 hours Free Cancellation

4.8 (848)

from
$119

Venice Like a Local: Food, Wine & Spritz Tour with Traghetto Ride

Experience Venice Like a Local Sip regional wines, savor authentic cicchetti, and cross the Grand Canal on a traditional traghetto gondola. Explore Rialto’s vibrant heart …More

Venice, Italy

4.9 (2,239)

Venice Like a Local: Food, Wine & Spritz Tour with Traghetto Ride

Experience Venice Like a Local Sip regional wines, savor authentic cicchetti, and cross the Grand Canal on a traditional traghetto gondola. Explore Rialto’s vibrant heart...

2 hours 30 minutes Free Cancellation

4.9 (2,239)

from
$101

Rome Food Experience Max 6 People Group Tour | w/Private Option

The Rome Food Experience, Semi-Private and Private Options available, is a 3-hour guided restaurant hopping tour that explores the richness of Italian cuisine and tradition …More

Rome, Italy

5.0 (653)

Rome Food Experience Max 6 People Group Tour | w/Private Option

The Rome Food Experience, Semi-Private and Private Options available, is a 3-hour guided restaurant hopping tour that explores the richness of Italian cuisine and tradition...

3 hours Free Cancellation

5.0 (653)

from
$203

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

A day trip exploring Tuscany with visits to 2 wineries. Taste 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan …More

Florence, Italy

4.9 (1,271)

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

A day trip exploring Tuscany with visits to 2 wineries. Taste 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan...

7 hours Free Cancellation

4.9 (1,271)

from
$85

Florence Food & Wine Tour: Tuscan Tastings in the Historic Center

Gelato, Chianti wine, olive oil, and authentic Tuscan dishes—this Florence food tour is a feast for the senses. Discover the flavors of Cucina Povera, learn …More

Florence, Italy

4.9 (546)

Florence Food & Wine Tour: Tuscan Tastings in the Historic Center

Gelato, Chianti wine, olive oil, and authentic Tuscan dishes—this Florence food tour is a feast for the senses. Discover the flavors of Cucina Povera, learn...

2 hours 30 minutes Free Cancellation

4.9 (546)

from
$97

Bologna Food Tour: Taste Local Specialties, Pasta, Wine & Gelato

Discover hidden gems and immerse yourself in the authentic rhythm of Bolognese life. This experience recreates classic outings with friends and family, offering over 15 …More

Bologna, Italy

4.9 (1,264)

Bologna Food Tour: Taste Local Specialties, Pasta, Wine & Gelato

Discover hidden gems and immerse yourself in the authentic rhythm of Bolognese life. This experience recreates classic outings with friends and family, offering over 15...

3 hours Free Cancellation

4.9 (1,264)

from
$90

Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour

Fall in love with Venice, through your 3-hour discovery of the gastronomic tradition of the city, through a uniquely designed small-group, walking food and wine …More

Venice, Italy

4.9 (4,109)

Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour

Fall in love with Venice, through your 3-hour discovery of the gastronomic tradition of the city, through a uniquely designed small-group, walking food and wine...

150 to 210 minutes Free Cancellation

4.9 (4,109)

from
$101

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?