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 →

Private Tour: Chianti Winery, Montefioralle, and Greve in Chianti

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole …More

4.5 (24)

Private Tour: Chianti Winery, Montefioralle, and Greve in Chianti

Enjoy a taste of Tuscany on a 5-hour morning or afternoon escorted tour to the Chianti region from Florence. With a guide just for your sole...

5 hours Free Cancellation

4.5 (24)

from
$138

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

5.0 (29)

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$139

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

You have dreamed of a romantic Italian getaway. Be ready to make that dream a reality with this 4+ hour Fiat 500 tour from Florence …More

4.9 (664)

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

You have dreamed of a romantic Italian getaway. Be ready to make that dream a reality with this 4+ hour Fiat 500 tour from Florence...

4 hours Free Cancellation

4.9 (664)

from
$139

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

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

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local …More

4.6 (23)

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local...

4 hours Hotel pickup offered Free Cancellation

4.6 (23)

from
$139

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy – …More

4.8 (4)

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy –...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$141

Private Day Trip Siena, San Gimignano and Chianti from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through …More

5.0 (271)

Private Day Trip Siena, San Gimignano and Chianti from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Enjoy an exclusive 8–9 hour private tour of Tuscany from Florence with a professional local driver-guide. Travel through...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (271)

from
$142

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and …More

5.0 (6)

Private Food Tour In Florence

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and...

3 hours Free Cancellation

5.0 (6)

from
$142

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to …More

4.9 (104)

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to...

4 hours 30 minutes Free Cancellation

4.9 (104)

from
$143

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver …More

5.0 (1)

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Chianti Wine Tastings Day Trip at Sunset from Florence

Escape the heat and bustle of the city for Chianti, one of Italy's most renowned and picturesque wine regions! This unforgettable journey will take you …More

4.7 (181)

Chianti Wine Tastings Day Trip at Sunset from Florence

Escape the heat and bustle of the city for Chianti, one of Italy's most renowned and picturesque wine regions! This unforgettable journey will take you...

5 hours Free Cancellation

4.7 (181)

from
$146

Walking Tour and Wine Experience in Florence

A unique walk around Florence in the company of our history and art experts. You will see the most beautiful masterpieces of the city and …More

5.0 (3)

Walking Tour and Wine Experience in Florence

A unique walk around Florence in the company of our history and art experts. You will see the most beautiful masterpieces of the city and...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$147

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that …More

4.9 (26)

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$148

Small Group Pasta Making Class Wine Tasting in a Tuscan Castle

During this experience, you'll visit a private 900-year-old wine cellar. You'll get a hands-on training from a professional local chef and cook 2 different types …More

4.9 (147)

Small Group Pasta Making Class Wine Tasting in a Tuscan Castle

During this experience, you'll visit a private 900-year-old wine cellar. You'll get a hands-on training from a professional local chef and cook 2 different types...

3 hours 30 minutes

4.9 (147)

from
$148

Make your bland bottle and cork Your wine in center of Florence

This is the only wine workshop in Florence where you can create your personal blend. A small group that allows you to be pampered with …More

5.0 (3)

Make your bland bottle and cork Your wine in center of Florence

This is the only wine workshop in Florence where you can create your personal blend. A small group that allows you to be pampered with...

1 hour 45 minutes

5.0 (3)

from
$148

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Drive and Aperitivo

Experience a true Italian aperitivo—a relaxing pre-dinner tradition of fine wine and delicious local specialties—after driving a vintage Fiat 500 through the breathtaking Tuscan countryside. …More

4.8 (64)

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Drive and Aperitivo

Experience a true Italian aperitivo—a relaxing pre-dinner tradition of fine wine and delicious local specialties—after driving a vintage Fiat 500 through the breathtaking Tuscan countryside....

3 hours Free Cancellation

4.8 (64)

from
$149

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve …More

4.9 (56)

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve...

5 hours Free Cancellation

4.9 (56)

from
$151

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of …More

4.9 (16)

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of...

9 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$153

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine …More

5.0 (10)

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine...

4 to 5 hours Free Cancellation

5.0 (10)

from
$153

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. …More

5.0 (19)

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence....

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$154

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?

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

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?