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 "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or …More

5.0 (2)

PRIVATE TOUR "Sweet Hills of Chianti and San Gimignano" with Lunch & 2 Tastings

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$261

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

5.0 (12)

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$280

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance. …More

5.0 (12)

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance....

8 hours Hotel pickup offered

5.0 (12)

from
$861

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art …More

5.0 (1)

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$261

Guided tour with wine tasting and local organic products

The guided tour of our winery and facilities is unique for its contents and the architectural richness of our environments, as well as for the …More

5.0 (12)

Guided tour with wine tasting and local organic products

The guided tour of our winery and facilities is unique for its contents and the architectural richness of our environments, as well as for the...

2 hours Free Cancellation

5.0 (12)

from
$46

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
$221

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit …More

5.0 (10)

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit...

5 hours Free Cancellation

5.0 (10)

from
$296

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$333

From Florence: Half-Day Chianti Wine Tasting & San Gimignano

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in …More

5.0 (4)

From Florence: Half-Day Chianti Wine Tasting & San Gimignano

A light half day in the Chianti hills, perfect if you want a taste of Tuscany and still have half of your day free in...

5 hours Free Cancellation

5.0 (4)

from
$91

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in …More

5.0 (13)

Chianti Wine Tasting Tour from Florence (2 Wineries)

WINE LOVERS, ARE YOU READY? This is a must do day trip for Wine Lovers! We will pick you up directly by your accommodation in...

8 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,118

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
$217

Siena and Chianti Wineries Excursion by Private Luxury Van from Florence

• Experience for your private group. • Explore the art, culture and medieval history of Italy in this private 8-hour Siena and Chianti countryside tour …More

4.9 (12)

Siena and Chianti Wineries Excursion by Private Luxury Van from Florence

• Experience for your private group. • Explore the art, culture and medieval history of Italy in this private 8-hour Siena and Chianti countryside tour...

8 hours Hotel pickup offered

4.9 (12)

from
$804

4 Wines Tasting with 2 Tuscan Cheeses & Tour at the winery

We have a large wine-tasting room dedicated, where the guests can sit at tables. They will taste 4 wines (2 IGT Toscana Wines, 1 Chianti …More

5.0 (14)

4 Wines Tasting with 2 Tuscan Cheeses & Tour at the winery

We have a large wine-tasting room dedicated, where the guests can sit at tables. They will taste 4 wines (2 IGT Toscana Wines, 1 Chianti...

1 hour 40 minutes

5.0 (14)

from
$42

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 Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

5.0 (8)

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,095

Discover the best of Tuscany on this 4-day tour! Lead by a team of passionate, local tour leaders, this tour has the perfect combination of …More

4.9 (12)

The Best of Tuscany in 3 Days

Discover the best of Tuscany on this 4-day tour! Lead by a team of passionate, local tour leaders, this tour has the perfect combination of...

3 days

4.9 (12)

from
$396

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
$221

Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We …More

4.9 (15)

Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We...

9 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$1,124

Pasta & Tiramisu Cooking Class + Italian Market Tour in Florence

This cooking class stands out by offering an authentic and immersive experience in the heart of Florence. You’ll start your culinary adventure with a guided …More

5.0 (7)

Pasta & Tiramisu Cooking Class + Italian Market Tour in Florence

This cooking class stands out by offering an authentic and immersive experience in the heart of Florence. You’ll start your culinary adventure with a guided...

4 hours 30 minutes Free Cancellation

5.0 (7)

from
$159

Brunello Wine Tour Experience Small Group Only

Perfect for wine aficionados and nature lovers alike, the Brunello Grand Tour Experience offers a deep dive into the world of one of Italy’s most …More

5.0 (8)

Brunello Wine Tour Experience Small Group Only

Perfect for wine aficionados and nature lovers alike, the Brunello Grand Tour Experience offers a deep dive into the world of one of Italy’s most...

9 hours Free Cancellation

5.0 (8)

from
$329

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?