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 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

Private Chianti Classico Experience from Florence

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the …More

5.0 (29)

Private Chianti Classico Experience from Florence

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the...

10 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$538

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is …More

4.9 (27)

Best of Tuscany: Full Day Private Tour to Val D'Orcia

Experience the charm of Tuscany on a private tour led by a local expert. Wander through the stunning UNESCO-listed Val d'Orcia, where every road is...

8 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$344

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on …More

5.0 (29)

Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence

Private tour to San Gimignano and Chianti with an English speaking driver in a deluxe minivan. Your driver will delight you with live commentary on...

8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$140

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a …More

4.8 (47)

Pisa, Siena, San Gimignano Small Group with Lunch & Wine Tasting

Discover the highlights of Tuscany on a small group tour from Florence, visiting Siena, San Gimignano, and Pisa. Travel in a cozy atmosphere with a...

11 hours 30 minutes Free Cancellation

4.8 (47)

from
$181

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about …More

5.0 (56)

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about...

7 hours Free Cancellation

5.0 (56)

from
$181

Small group Chianti-side wine tour with Mercedes V class Van

Our tour is made with passion by expert english speaking drivers who know everything about the area. We will visit two not "commercial" wineries, with …More

5.0 (43)

Small group Chianti-side wine tour with Mercedes V class Van

Our tour is made with passion by expert english speaking drivers who know everything about the area. We will visit two not "commercial" wineries, with...

5 hours Free Cancellation

5.0 (43)

from
$276

Horseback Ride, visit S.Gimignano, Lunch wine Tasting &much more

Explore the Tuscan countryside in a most delightful way... on horseback! This horse riding adventure requires absolutely no prior experience and will give you the …More

4.9 (477)

Horseback Ride, visit S.Gimignano, Lunch wine Tasting &much more

Explore the Tuscan countryside in a most delightful way... on horseback! This horse riding adventure requires absolutely no prior experience and will give you the...

7 hours Free Cancellation

4.9 (477)

from
$217

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine …More

5.0 (25)

Private Tour: Chianti Region Tour by Minivan

Escape from the city traffic to enjoy a lovely day in the Chianti wine region with stop in a small winery for lunch and wine...

8 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$848

Florence Great Chianti Wine and Olive Oil Trail with Lunch

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

4.9 (25)

Florence Great Chianti Wine and Olive Oil Trail with Lunch

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

4.9 (25)

from
$101

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by …More

5.0 (41)

Small Group Tuscany Tour Montepulciano, Montalcino and Cortona

Embark on a captivating journey from Florence to discover Tuscany’s most iconic gems. Begin in Cortona, a hilltop village of Etruscan origin made famous by...

11 hours Free Cancellation

5.0 (41)

from
$178

Guided Walking Tour of Florence with Food & Wine Tastings

Taste Florence like a local on this guided food and wine walking tour. Stroll through the city’s most iconic squares while uncovering authentic flavors, hidden …More

5.0 (26)

Guided Walking Tour of Florence with Food & Wine Tastings

Taste Florence like a local on this guided food and wine walking tour. Stroll through the city’s most iconic squares while uncovering authentic flavors, hidden...

2 hours Free Cancellation

5.0 (26)

from
$136

Fresh Pasta Class in Florence with unlimited Wine

Step into history as you join our class held in one of the oldest restaurants in Florence, nestled within a stunning building that dates back …More

4.9 (20)

Fresh Pasta Class in Florence with unlimited Wine

Step into history as you join our class held in one of the oldest restaurants in Florence, nestled within a stunning building that dates back...

3 hours 15 minutes Free Cancellation

4.9 (20)

from
$67

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

Immerse yourself in a day of art, culture, and wine. Ready for an unforgettable journey in Tuscany's breathtaking Val d'Orcia region. Taste Brunello wine, explore …More

4.3 (84)

Val d’Orcia Wine Tour with Lunch & Brunello from Florence

Immerse yourself in a day of art, culture, and wine. Ready for an unforgettable journey in Tuscany's breathtaking Val d'Orcia region. Taste Brunello wine, explore...

12 hours Free Cancellation

4.3 (84)

from
$135

Private Pisa and Lucca Wine Tour from Florence

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own …More

4.8 (29)

Private Pisa and Lucca Wine Tour from Florence

Leave Florence and discover the Tuscan cities of Lucca and Pisa on a day trip. You’ll see the UNESCO-listed Leaning Tower of Pisa (entry own...

8 hours Free Cancellation

4.8 (29)

from
$201

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine. …More

5.0 (125)

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine....

7 hours

5.0 (125)

from
$331

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Experience an unforgettable full-day chauffeur-driven adventure deep in the heart of Chianti — far from the hustle and bustle of Florence. Sit back and relax …More

4.9 (33)

Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Experience an unforgettable full-day chauffeur-driven adventure deep in the heart of Chianti — far from the hustle and bustle of Florence. Sit back and relax...

8 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$120

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the …More

4.9 (39)

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the...

11 hours Hotel pickup offered Free Cancellation

4.9 (39)

from
$573

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min …More

4.9 (146)

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min...

7 hours

4.9 (146)

from
$320

Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

Have you been dreaming of Tuscany? Then this tour is for you. Wake up in Florence, where your private driver will meet you at your …More

5.0 (34)

Siena & San Gimignano: Exclusive Tuscany Day Trip from Florence

Have you been dreaming of Tuscany? Then this tour is for you. Wake up in Florence, where your private driver will meet you at your...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$453

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?