Top Florence Wine Tasting & Winery Tours

Q: Which Florence Wine Tasting & Winery Tours have Instant Confirmation?

Florence Wine Tasting & Winery Tours with Instant Confirmation include: Florence Pub Crawl in the Old Town Winery tour and wine tasting of organic Chianti wines and extra virgin oil Wine Tasting Activity at Chianti Rufina Florence Sunset Walking Tour: Silent Disco & Aperitivo Florence Wine Tasting Experience with Three Types of Tuscan Wine View all Tours with Instant Confirmation →

Q: Got any more Florence trip ideas?

We sure do. Check out our curated lists of hand-picked Florence Tours. Top 10 Florence 2026 Senior-friendly tours Florence The best tours and activities for culture lovers in Florence Top Day Trips from Florence Things to do in Florence this summer View all Florence Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Florence?

Based on our sales data over the past year, the most popular styles of tours and activities in Florence are: Florence Cultural & Theme Tours Florence Luxury & Special Occasions Florence Luxury Tours Florence Cultural Tours Florence Historical & Heritage Tours View all tour styles in Florence →

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of …More

5.0 (17)

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of...

5 hours Free Cancellation

5.0 (17)

from
$169

Art and Wine in the Heart of Chianti discover with us the tradition

Live an authentic experience in the heart of Chianti, unique because it combines art and wine in one path. You will not just be spectators: …More

5.0 (1)

Art and Wine in the Heart of Chianti discover with us the tradition

Live an authentic experience in the heart of Chianti, unique because it combines art and wine in one path. You will not just be spectators:...

4 hours Free Cancellation

5.0 (1)

from
$171

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those …More

5.0 (31)

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those...

8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$172

Half Day Tour Chianti Winery with San Gimignano

Get a tour of San Gimignano during this 5-hour excursion from Florence. Meet your dedicated driver-guide at 9:00 AM in Piazza Adua, Florence. Explore the …More

4.4 (5)

Half Day Tour Chianti Winery with San Gimignano

Get a tour of San Gimignano during this 5-hour excursion from Florence. Meet your dedicated driver-guide at 9:00 AM in Piazza Adua, Florence. Explore the...

5 hours Free Cancellation

4.4 (5)

from
$172

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by …More

5.0 (5)

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$173

From Florence: Full-Day Chianti & San Gimignano with Farm Lunch

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in …More

5.0 (2)

From Florence: Full-Day Chianti & San Gimignano with Farm Lunch

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in...

6 hours Free Cancellation

5.0 (2)

from
$175

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by …More

5.0 (41)

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by...

11 hours Free Cancellation

5.0 (41)

from
$175

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up …More

5.0 (2)

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$177

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a …More

4.8 (47)

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a...

11 hours 30 minutes Free Cancellation

4.8 (47)

from
$181

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

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
$182

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about …More

5.0 (56)

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about...

7 hours Free Cancellation

5.0 (56)

from
$182

Discover the wonders of Chianti by e-bike, from Montalbano to Leonardo's birthplace. Explore vineyards and taste fine wines on an unforgettable adventure! Take part in …More

5.0 (2)

Vinci E-bike tour in Leonardo's Chianti

Discover the wonders of Chianti by e-bike, from Montalbano to Leonardo's birthplace. Explore vineyards and taste fine wines on an unforgettable adventure! Take part in...

5 to 6 hours Free Cancellation

5.0 (2)

from
$183

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

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
$181

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food …More

5.0 (162)

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food...

7 hours 30 minutes Free Cancellation

5.0 (162)

from
$183

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

5.0 (27)

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$181

PRIVATE Florence Cooking Class & Wine Tasting with Chef Antonella

Enjoy a private and authentic cooking class in a local Florence home with your host Antonella and her family. This is a perfect experience for …More

5.0 (2)

PRIVATE Florence Cooking Class & Wine Tasting with Chef Antonella

Enjoy a private and authentic cooking class in a local Florence home with your host Antonella and her family. This is a perfect experience for...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$184

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss …More

5.0 (66)

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss...

8 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$186

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in …More

5.0 (2)

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$186

PRIVATE Florence Market Tour & Pasta Class in Cinzia’s Home

Meet your host Cinzia, a kind and gentle host for whom food is love and life, and explore her favorite local food stores to shop …More

5.0 (10)

PRIVATE Florence Market Tour & Pasta Class in Cinzia’s Home

Meet your host Cinzia, a kind and gentle host for whom food is love and life, and explore her favorite local food stores to shop...

4 hours Free Cancellation

5.0 (10)

from
$189

San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking …More

5.0 (4)

San Gimignano & Tuscan Wine Tasting from Florence

Discover the charm of San Gimignano and experience Tuscany's culinary delights on this half-day tour from Florence. Begin your adventure in an air-conditioned van, taking...

5 hours Free Cancellation

5.0 (4)

from
$189

Frequently Asked Questions

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

What are the best options for Florence Wine Tasting & Winery Tours?

What are the best kid-friendly options for Florence Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Florence Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Florence Wine Tasting & Winery Tours have Instant Confirmation?

Which Florence Wine Tasting & Winery Tours have Free Cancellation?

Florence 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 Florence Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Florence Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Florence trip ideas?

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