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 →

Small Group Horseback Riding Wine Tour, San Gimignano, Lunch

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food …More

4.9 (72)

Small Group Horseback Riding Wine Tour, San Gimignano, Lunch

Very well selected, gentle and beautiful horses, perfect for beginners as well. Discover the beauty of the Tuscan wine country and its magic people, food...

7 hours Free Cancellation

4.9 (72)

from
$214

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany …More

5.0 (10)

Tuscany off the beaten paths

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany...

8 hours Free Cancellation

5.0 (10)

from
$214

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart …More

5.0 (8)

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart...

7 hours Free Cancellation

5.0 (8)

from
$214

Taste of Tuscany San Gimignano Winery with Transfer from Florence

TOUR HIGHLIGHTS • Sample at least eleven spectacular wines, a selection of local cheeses and traditional foods and recipes of Tuscany • Benefit from a …More

4.0 (2)

Taste of Tuscany San Gimignano Winery with Transfer from Florence

TOUR HIGHLIGHTS • Sample at least eleven spectacular wines, a selection of local cheeses and traditional foods and recipes of Tuscany • Benefit from a...

4 hours Free Cancellation

4.0 (2)

from
$214

PRIVATE Sant’Ambrogio Market Tour & Class with Author Patrizia

Meet your host Patrizia near the Mercato di Sant'Ambrogio. She will guide you through the market, pointing out some of her favorite vendors and products. You …More

5.0 (8)

PRIVATE Sant’Ambrogio Market Tour & Class with Author Patrizia

Meet your host Patrizia near the Mercato di Sant'Ambrogio. She will guide you through the market, pointing out some of her favorite vendors and products. You...

4 hours Free Cancellation

5.0 (8)

from
$216

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets …More

4.8 (350)

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets...

9 hours Free Cancellation

4.8 (350)

from
$220

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

5.0 (2)

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence …More

5.0 (2)

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

Private Chianti Wine Tour from Florence - Half-Day Experience

Go on a guided wine tasting tour around the Heart of Tuscany called Chianti. Relax and clear your mind as you taste the variety of …More

3.7 (3)

Private Chianti Wine Tour from Florence - Half-Day Experience

Go on a guided wine tasting tour around the Heart of Tuscany called Chianti. Relax and clear your mind as you taste the variety of...

6 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$224

Chianti Wine Tour from Florence with 3 Wineries and Tuscan Lunch

This full-day tour in the Chianti Classico region offers the perfect opportunity to discover the wonders of this renowned wine area. The first area we …More

5.0 (15)

Chianti Wine Tour from Florence with 3 Wineries and Tuscan Lunch

This full-day tour in the Chianti Classico region offers the perfect opportunity to discover the wonders of this renowned wine area. The first area we...

7 hours Free Cancellation

5.0 (15)

from
$224

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
$225

Tuscany Vespa & Wine Tour, lunch, medieval villages, wine tasting

This all-inclusive small group Vespa moped tour is a great way to discover the beauty of the Tuscan wine countryside and its magic.. …More

5.0 (517)

Tuscany Vespa & Wine Tour, lunch, medieval villages, wine tasting

This all-inclusive small group Vespa moped tour is a great way to discover the beauty of the Tuscan wine countryside and its magic.....

6 to 7 hours Free Cancellation

5.0 (517)

from
$225

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds, …More

5.0 (8)

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds,...

7 hours Free Cancellation

5.0 (8)

from
$225

Small Group Vespa Tour: Medieval Villages, Lunch and Wine Tasting

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required. …More

5.0 (2)

Small Group Vespa Tour: Medieval Villages, Lunch and Wine Tasting

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required....

7 to 8 hours Free Cancellation

5.0 (2)

from
$225

Private Guided E-bike Tour of San Gimignano with Wine Tasting

Daily bike tour to discover San Gimignano, small walled medieval hill top town. San Gimignano has 13 unique and perfectly preserved tower houses which create …More

5.0 (3)

Private Guided E-bike Tour of San Gimignano with Wine Tasting

Daily bike tour to discover San Gimignano, small walled medieval hill top town. San Gimignano has 13 unique and perfectly preserved tower houses which create...

6 hours Free Cancellation

5.0 (3)

from
$225

Truffle Hunting Experience with Lunch in San Miniato

Francesca is a true truffle hunter and you will meet her in the family property to discover the magic of the truffle world. …More

4.9 (386)

Truffle Hunting Experience with Lunch in San Miniato

Francesca is a true truffle hunter and you will meet her in the family property to discover the magic of the truffle world....

3 hours

4.9 (386)

from
$226

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most …More

5.0 (16)

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most...

9 hours Free Cancellation

5.0 (16)

from
$234

Semi Private Deep Wine Chianti and San Gimignano from Florence

This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while …More

4.9 (237)

Semi Private Deep Wine Chianti and San Gimignano from Florence

This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (237)

from
$236

Private tour of Siena Monteriggioni San Gimignano, Winery, lunch

Our first stop will be in Siena which with its medieval monuments and art treasures is considered a world heritage site by UNESCO. We'll start …More

5.0 (1)

Private tour of Siena Monteriggioni San Gimignano, Winery, lunch

Our first stop will be in Siena which with its medieval monuments and art treasures is considered a world heritage site by UNESCO. We'll start...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$236

Florence: Siena, San Gimignano Wine Tasting & Lunch Private Tour

Private Day Trip to Siena and San Gimignano from Florence. On our private Florence day tours of Tuscany enjoy a tour of two among the …More

4.7 (54)

Florence: Siena, San Gimignano Wine Tasting & Lunch Private Tour

Private Day Trip to Siena and San Gimignano from Florence. On our private Florence day tours of Tuscany enjoy a tour of two among the...

9 hours Hotel pickup offered Free Cancellation

4.7 (54)

from
$236

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?