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 →

Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old …More

5.0 (13)

Bella Toscana - San Gimignano plus 2 Chianti Wineries and lunch

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old...

8 hours Free Cancellation

5.0 (13)

from
$108

Private Chianti Countryside Vespa Tour from Florence

Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL …More

5.0 (11)

Private Chianti Countryside Vespa Tour from Florence

Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL...

5 hours Free Cancellation

5.0 (11)

from
$455

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill …More

5.0 (9)

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill...

7 hours

5.0 (9)

from
$285

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa. …More

5.0 (50)

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

This tour takes you to visit one of the oldest wine regions of Chianti where you can enjoy the beauty of ancient castles and villa....

6 to 7 hours

5.0 (50)

from
$314

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy – …More

4.8 (4)

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy –...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$142

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a …More

5.0 (23)

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a...

9 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,010

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

In our Florence Pub Crawl, we will take you to squares and bars in Firenze's Old Town. Music, people, games, shots, and drinks will do …More

4.8 (49)

Florence Pub Crawl in the Old Town

In our Florence Pub Crawl, we will take you to squares and bars in Firenze's Old Town. Music, people, games, shots, and drinks will do...

140 to 160 minutes

4.8 (49)

from
$23

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

5.0 (27)

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$184

Pasta Cooking Class in Florence & Wine Tour in Chianti Day Trip

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey …More

5.0 (2)

Pasta Cooking Class in Florence & Wine Tour in Chianti Day Trip

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey...

8 hours Free Cancellation

5.0 (2)

from
$280

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the …More

4.9 (52)

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the...

5 hours 30 minutes

4.9 (52)

from
$276

Florence Exclusive VIP Wine Tasting Tour with a Special VIP Gift

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the …More

5.0 (1)

Florence Exclusive VIP Wine Tasting Tour with a Special VIP Gift

This exclusive experience invites you to discover the rich winemaking tradition of Tuscany through a personalized tasting. Guided by an expert sommelier, you’ll have the...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$132

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve …More

4.9 (56)

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve...

5 hours Free Cancellation

4.9 (56)

from
$154

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that …More

4.9 (26)

Private Chianti wine tour leaving from Florence

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$148

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence, …More

5.0 (19)

Food Tour Florence Small Groups

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence,...

2 hours 30 minutes Free Cancellation

5.0 (19)

from
$97

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have …More

5.0 (1)

Around Tuscany: Carrara Marbles, Pisa & Lucca

Explore the white marble quarries of Carrara, famous for its beauty and used in many works of art, including those by Michelangelo. You will have...

11 hours Free Cancellation

5.0 (1)

from
$207

Pedal your way through the panoramic landscapes of Tuscany on a bike tour that’s suitable for all experience levels. Take it slow to soak up …More

4.6 (24)

Full-Day Tuscan Countryside Bike Tour

Pedal your way through the panoramic landscapes of Tuscany on a bike tour that’s suitable for all experience levels. Take it slow to soak up...

4 hours 30 minutes Free Cancellation

4.6 (24)

from
$169

Private Tour: Medieval Val d'Orcia by Minivan from Florence

Leaving from Florence, this 9-hours tour by air-conditioned minivan will let you dive into the breathtaking and delicate Val d'Orcia. In this valley you will …More

4.9 (10)

Private Tour: Medieval Val d'Orcia by Minivan from Florence

Leaving from Florence, this 9-hours tour by air-conditioned minivan will let you dive into the breathtaking and delicate Val d'Orcia. In this valley you will...

9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$165

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride …More

4.9 (55)

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride...

7 hours

4.9 (55)

from
$295

From Florence: Chianti Wine Tour with Tastings & San Gimignano

Escape the city for a memorable morning in the heart of Chianti. Departing from Florence, travel through rolling Tuscan hills dotted with vineyards and olive …More

4.4 (13)

From Florence: Chianti Wine Tour with Tastings & San Gimignano

Escape the city for a memorable morning in the heart of Chianti. Departing from Florence, travel through rolling Tuscan hills dotted with vineyards and olive...

5 hours 30 minutes Free Cancellation

4.4 (13)

from
$56

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?

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?