Top Florence Wine Tasting & Winery Tours

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 Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic …More

4.9 (102)

Private Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic...

12 hours Hotel pickup offered Free Cancellation

4.9 (102)

from
$657

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has …More

4.9 (143)

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has...

8 hours Hotel pickup offered Free Cancellation

4.9 (143)

from
$120

Half-Day Chianti Escape from Florence with Two Wine Tastings

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings …More

4.4 (285)

Half-Day Chianti Escape from Florence with Two Wine Tastings

Discover the colours and flavours of Tuscany and explore its beautiful vineyards and rolling hills. The highlights of the day will be 2 wine tastings...

5 hours Free Cancellation

4.4 (285)

from
$56

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, …More

4.8 (70)

Medieval Tour in Monteriggioni and Val d'Orcia from Florence

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza,...

11 hours Free Cancellation

4.8 (70)

from
$49

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 Safari: Off Road Tuscany Wine Tour with Lunch from Florence

For connoisseurs and amateurs alike, there’s no better way to explore the famous Chianti vineyards and sample the world-class tipples for which the area is …More

5.0 (31)

Private Chianti Safari: Off Road Tuscany Wine Tour with Lunch from Florence

For connoisseurs and amateurs alike, there’s no better way to explore the famous Chianti vineyards and sample the world-class tipples for which the area is...

8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$559

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic …More

4.9 (125)

Discover Chianti Through its Wines

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic...

1 hour 30 minutes Free Cancellation

4.9 (125)

from
$48

Florence: Flambé Cheese Wheel Truffle Pasta Class & Tiramisù

Enter the flambé scene with the parmesan wheel! Learn to make fresh pasta like our grandmothers made it in Italy, all done by hand. The …More

5.0 (170)

Florence: Flambé Cheese Wheel Truffle Pasta Class & Tiramisù

Enter the flambé scene with the parmesan wheel! Learn to make fresh pasta like our grandmothers made it in Italy, all done by hand. The...

3 hours Free Cancellation

5.0 (170)

from
$113

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your …More

4.9 (172)

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your...

7 hours Free Cancellation

4.9 (172)

from
$169

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in …More

5.0 (79)

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in...

11 hours Hotel pickup offered Free Cancellation

5.0 (79)

from
$662

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our …More

4.9 (88)

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our...

7 to 8 hours Free Cancellation

4.9 (88)

from
$193

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run …More

5.0 (119)

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run...

5 hours 30 minutes

5.0 (119)

from
$255

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
$187

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll …More

5.0 (20)

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even …More

5.0 (19)

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even...

11 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$662

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

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

4.9 (32)

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 (32)

from
$102

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes, …More

5.0 (30)

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes,...

8 hours Free Cancellation

5.0 (30)

from
$226

Florence Food Tour with Antico Vinaio skip the line

Discover Florence through its flavors on this authentic food and wine tour, designed to take you away from tourist traps. Savor 5 delicious tastings paired …More

4.9 (72)

Florence Food Tour with Antico Vinaio skip the line

Discover Florence through its flavors on this authentic food and wine tour, designed to take you away from tourist traps. Savor 5 delicious tastings paired...

2 hours Free Cancellation

4.9 (72)

from
$67

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, …More

5.0 (63)

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$138

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?

Florence Wine Tasting & Winery Tours with Instant Confirmation include:

View all Tours with 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?