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 →

Mercato di Centrale - Food and Wine Tasting Highlights Tour

Experience the culinary delights and rich history of Florence, Italy, on our immersive 3.5-hour food tour. Wander through the charming streets and iconic squares of …More

5.0 (32)

Mercato di Centrale - Food and Wine Tasting Highlights Tour

Experience the culinary delights and rich history of Florence, Italy, on our immersive 3.5-hour food tour. Wander through the charming streets and iconic squares of...

3 hours 30 minutes Free Cancellation

5.0 (32)

from
$102

From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting

Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history, …More

5.0 (15)

From Rome: Day Trip to Tuscany & Siena with lunch & Wine Tasting

Discover the wonders of Tuscany on this full-day trip from Rome. Visit the Medieval towns of Siena, San Gimignano, and Monteriggioni, learn about Tuscany's rich-history,...

14 hours Free Cancellation

5.0 (15)

from
$283

Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover …More

4.8 (20)

Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover...

8 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$563

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and …More

5.0 (128)

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and...

8 hours Free Cancellation

5.0 (128)

from
$205

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of …More

4.9 (16)

Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of...

9 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$1,256

Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape, …More

4.7 (56)

Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Escape the city chaos and get a true taste of Italy's famous Chianti Region. Plunge yourself into the unique charm of this picture postcard landscape,...

6 hours 30 minutes Free Cancellation

4.7 (56)

from
$137

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those …More

5.0 (31)

A Journey Across Tuscany’s History, Olive Oil Heritage and Beauty

Experience of some groups thrugh myself: What a beautiful day just south of Florence visiting the American World War II Memorial and Cemetery for those...

8 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$172

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
$235

Guided Wine Walk in Florence with 3 Wine Pairing and Food Tasting

A Wine Tasting Experience designed for those who appreciate fine wines and wish to deepen their knowledge in an intimate and engaging setting: - Small …More

5.0 (21)

Guided Wine Walk in Florence with 3 Wine Pairing and Food Tasting

A Wine Tasting Experience designed for those who appreciate fine wines and wish to deepen their knowledge in an intimate and engaging setting: - Small...

3 hours Free Cancellation

5.0 (21)

from
$79

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in …More

4.9 (85)

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in...

6 to 8 hours Free Cancellation

4.9 (85)

from
$261

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This …More

5.0 (18)

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This...

10 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$331

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of …More

5.0 (17)

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of...

5 hours Free Cancellation

5.0 (17)

from
$170

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel …More

5.0 (18)

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel...

7 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$342

Florence Wine tour at Sunset with Wine window

Our Florence wine tour will take you to discover one of the city's historic neighborhoods, the Oltrarno. Here, you'll experience authentic Florentine life, away from …More

4.2 (59)

Florence Wine tour at Sunset with Wine window

Our Florence wine tour will take you to discover one of the city's historic neighborhoods, the Oltrarno. Here, you'll experience authentic Florentine life, away from...

2 hours Free Cancellation

4.2 (59)

from
$164

Don’t like to wake up early in the morning? Well, this tour is perfect for you! You will leave Florence in the early afternoon and …More

4.2 (314)

Afternoon In Siena And Chianti Dinner

Don’t like to wake up early in the morning? Well, this tour is perfect for you! You will leave Florence in the early afternoon and...

7 hours 30 minutes Free Cancellation

4.2 (314)

from
$102

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This …More

5.0 (12)

Private Montepulciano & Pienza Day Trip from Florence

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This...

8 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$876

4 WINES TASTING in a Chianti Classico Farm (Visit/tour at the winery included)

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain …More

4.9 (13)

4 WINES TASTING in a Chianti Classico Farm (Visit/tour at the winery included)

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain...

1 hour 30 minutes Free Cancellation

4.9 (13)

from
$32

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride …More

5.0 (16)

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride...

7 hours Free Cancellation

5.0 (16)

from
$318

From San Gimignano: Tuscany Wine tour by Tuk Tuk with Lunch

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the …More

4.8 (19)

From San Gimignano: Tuscany Wine tour by Tuk Tuk with Lunch

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the...

4 hours Free Cancellation

4.8 (19)

from
$170

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?