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 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
$239

Prepare a dinner with the Florentine Countess in her Villa: cooking class

Constanza is a true Florentine lady of noble birth. She lives in 1600 dwelling with husband Giambruno and beautiful daughter Sofia. As she is a …More

5.0 (1)

Prepare a dinner with the Florentine Countess in her Villa: cooking class

Constanza is a true Florentine lady of noble birth. She lives in 1600 dwelling with husband Giambruno and beautiful daughter Sofia. As she is a...

4 hours Free Cancellation

5.0 (1)

from
$216

Florence to Ferrari Museum then lunch in a Medieval Castle

Departing from your Florence accommodation we drive to Maranello, the Ferrari museum town. Visit of Ferrari museum (to be reserved in advance-not included) then after …More

5.0 (1)

Florence to Ferrari Museum then lunch in a Medieval Castle

Departing from your Florence accommodation we drive to Maranello, the Ferrari museum town. Visit of Ferrari museum (to be reserved in advance-not included) then after...

10 hours Free Cancellation

5.0 (1)

from
$1,544

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino …More

5.0 (1)

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,205

San Gimignano and Siena full day Hire a driver English speaking

Pick up at 9 am in Florence by the Hotel or where is best for the client, drive to San Gimignano (1 Hour), free time …More

5.0 (1)

San Gimignano and Siena full day Hire a driver English speaking

Pick up at 9 am in Florence by the Hotel or where is best for the client, drive to San Gimignano (1 Hour), free time...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,476

Florence Sunset Walking Tour: Silent Disco & Aperitivo

Enjoy a unique walking tour in Florence: discover the city’s magic with music, dancing, and local insights, all while exploring on foot! Meet your local …More

5.0 (1)

Florence Sunset Walking Tour: Silent Disco & Aperitivo

Enjoy a unique walking tour in Florence: discover the city’s magic with music, dancing, and local insights, all while exploring on foot! Meet your local...

1 hour 15 minutes Free Cancellation

5.0 (1)

from
$28

Bolgheri / Volterra / Florence-Tour in Ferrari

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full …More

5.0 (1)

Bolgheri / Volterra / Florence-Tour in Ferrari

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full...

6 hours Hotel pickup offered

5.0 (1)

from
$4,477

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

5.0 (1)

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,010

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling …More

5.0 (1)

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$922

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

Pisa Siena San Gimignano with Lunch and Wine Tasting at a Winery

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano …More

4.6 (5,080)

Pisa Siena San Gimignano with Lunch and Wine Tasting at a Winery

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano...

12 hours Free Cancellation

4.6 (5,080)

from
$52

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

4.6 (4,519)

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 (4,519)

from
$90

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel …More

4.6 (4,426)

Half-Day Chianti Wine Tasting from Florence with Two Wineries

Discover the best of Tuscany with a Chianti Wine Tour from Florence, a top-rated experience combining wine tasting, scenic countryside, and authentic Italian flavors. Travel...

5 hours 30 minutes Free Cancellation

4.6 (4,426)

from
$63

Half day Chianti Vineyard Escape from Florence with Wine Tastings

Be amazed by the rolling hills of Tuscany and don’t miss out on this lovely half day wine tasting experience in the famous Chianti wine …More

4.6 (2,639)

Half day Chianti Vineyard Escape from Florence with Wine Tastings

Be amazed by the rolling hills of Tuscany and don’t miss out on this lovely half day wine tasting experience in the famous Chianti wine...

5 hours Free Cancellation

4.6 (2,639)

from
$62

Siena, San Gimignano and Chianti Wines Day Tour from Florence

A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to …More

4.7 (2,544)

Siena, San Gimignano and Chianti Wines Day Tour from Florence

A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to...

10 hours 30 minutes Free Cancellation

4.7 (2,544)

from
$67

From Florence: Tuscany Wine & Oil Tour with typical Tuscan Meal

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, …More

4.7 (948)

From Florence: Tuscany Wine & Oil Tour with typical Tuscan Meal

Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region,...

7 hours Free Cancellation

4.7 (948)

from
$102

From Florence: Chianti Wine Experience with Tastings & Views

Escape the crowds of Florence and immerse yourself in the Tuscan countryside on a relaxing wine experience in the heart of Chianti. Visit two local …More

4.5 (740)

From Florence: Chianti Wine Experience with Tastings & Views

Escape the crowds of Florence and immerse yourself in the Tuscan countryside on a relaxing wine experience in the heart of Chianti. Visit two local...

5 hours 30 minutes Free Cancellation

4.5 (740)

from
$40

Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting

You leave in the morning to Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous …More

4.7 (629)

Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting

You leave in the morning to Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous...

11 hours 30 minutes Free Cancellation

4.7 (629)

from
$59

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

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and …More

4.7 (412)

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and...

10 hours 30 minutes Free Cancellation

4.7 (412)

from
$262

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?