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 Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on …More

5.0 (18)

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on...

12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$665

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local …More

4.6 (23)

Private Chianti Classico Tour with wine and food tasting in a Historic Estate

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local...

4 hours Hotel pickup offered Free Cancellation

4.6 (23)

from
$140

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed …More

5.0 (45)

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed...

9 to 10 hours Free Cancellation

5.0 (45)

from
$247

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from …More

5.0 (34)

Private Day Trip Wine Experience with lunch in Chianti Classico

• EXPERIENCE FOR YOUR PRIVATE GROUP • Treat your senses to a memorable day in the world-famous Chianti wine region on this private tour from...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$139

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. …More

5.0 (19)

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence....

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$155

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 …More

4.9 (72)

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3...

8 hours Hotel pickup offered Free Cancellation

4.9 (72)

from
$329

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to …More

5.0 (68)

Tuscany Sunset Vespa Tour

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to...

5 hours Free Cancellation

5.0 (68)

from
$189

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert, …More

5.0 (63)

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$913

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti …More

4.9 (75)

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti...

6 hours Free Cancellation

4.9 (75)

from
$79

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it …More

5.0 (71)

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it...

3 hours Free Cancellation

5.0 (71)

from
$128

PRIVATE Hands-On Cooking Class & Wine in Mirella’s Florence Home

Rather than yet another dinner out on the town, enjoy an intimate, private cooking experience in the south Florence town of Antella. The ultimate take-home …More

5.0 (31)

PRIVATE Hands-On Cooking Class & Wine in Mirella’s Florence Home

Rather than yet another dinner out on the town, enjoy an intimate, private cooking experience in the south Florence town of Antella. The ultimate take-home...

3 hours Free Cancellation

5.0 (31)

from
$269

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets …More

5.0 (37)

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets...

1 hour 30 minutes Free Cancellation

5.0 (37)

from
$136

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San …More

4.9 (138)

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San...

7 hours

4.9 (138)

from
$382

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in …More

4.8 (42)

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in...

10 hours Free Cancellation

4.8 (42)

from
$329

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend …More

5.0 (42)

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$657

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, …More

4.9 (38)

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills,...

10 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$168

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute …More

5.0 (33)

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$134

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the …More

5.0 (17)

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the...

8 hours Free Cancellation

5.0 (17)

from
$238

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
$237

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

*Experience for your private party* Explore the art, culture and medieval history of Italy on this private 8 hrs tour. Discover the delights of Tuscany …More

4.9 (428)

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

*Experience for your private party* Explore the art, culture and medieval history of Italy on this private 8 hrs tour. Discover the delights of Tuscany...

8 hours Hotel pickup offered Free Cancellation

4.9 (428)

from
$815

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?