Top Florence Wine Tasting & Winery Tours

Q: Which Florence Wine Tasting & Winery Tours have Instant Confirmation?

Florence Wine Tasting & Winery Tours with Instant Confirmation include: Three Days Tuscany Winery Tour from Florence 3-Day Tuscany Wine Tour Experience from Florence Private Tour Of Chianti with Wine Tastings Florence to Ferrari Museum then lunch in a Medieval Castle Chianti Private Tour with Dinner and Wine Tasting Experience View all Tours with Instant Confirmation →

Q: I need a ride! Which Florence Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Florence Wine Tasting & Winery Tours include Hotel Pickup: Three Days Tuscany Winery Tour from Florence Bolgheri / Volterra / Florence-Tour in Ferrari Chianti / San Gimignano / Siena-Tour in Ferrari Elopement in Florence and Tuscany Private Tour Of Chianti with Wine Tastings View all Tours with Hotel Pickup →

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: 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
$1,242

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino …More

5.0 (1)

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,205

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

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

Private Tuscany Tour from Florence Including the Leaning Tower of Pisa and Sangimignano

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 (2)

Private Tuscany Tour from Florence Including the Leaning Tower of Pisa and Sangimignano

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 (2)

from
$1,097

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

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

4.9 (23)

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

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Free Cancellation

4.9 (23)

from
$1,091

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
$1,083

Are you in Florence and you want to visit Bolgheri? To do this we offer our transport service with minivan and expert driver in English …More

Private Full-Day Customizable Tour to Bolgheri from Florence

Are you in Florence and you want to visit Bolgheri? To do this we offer our transport service with minivan and expert driver in English...

6 hours Hotel pickup offered

from
$1,072

Private Wine Tour Top Wineries, Limousine Service, Florence Tours

This Wine Tour of 9 hours on the beautiful Chianti classico area in Tuscany we will visit top wineries and have lunch, cellar tours, wine …More

5.0 (3)

Private Wine Tour Top Wineries, Limousine Service, Florence Tours

This Wine Tour of 9 hours on the beautiful Chianti classico area in Tuscany we will visit top wineries and have lunch, cellar tours, wine...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,056

Montalcino, the medieval town south of Siena. It’s home of the Brunello wine, known as the most famous wine in the world. Come with us …More

Day trip Brunello wine tours from Florence

Montalcino, the medieval town south of Siena. It’s home of the Brunello wine, known as the most famous wine in the world. Come with us...

9 hours Hotel pickup offered Free Cancellation

from
$1,056

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

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

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

5.0 (1)

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,010

A wonderful day visiting the medioeval village of San Gimignano one of the main villages of Tuscany called the medioeval Manhatten because for all his …More

San Gimignano with lunch and wine tasting on a local winery

A wonderful day visiting the medioeval village of San Gimignano one of the main villages of Tuscany called the medioeval Manhatten because for all his...

6 hours Hotel pickup offered Free Cancellation

from
$999

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the …More

5.0 (5)

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$965

Private Wine Tour in Tuscany Florence Limo Service English driver

A 6 hours wine tour with an expert driver English speaking that will drive you to see the best that from the countryside of Tuscany …More

5.0 (4)

Private Wine Tour in Tuscany Florence Limo Service English driver

A 6 hours wine tour with an expert driver English speaking that will drive you to see the best that from the countryside of Tuscany...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$953

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show …More

5.0 (2)

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$930

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling …More

5.0 (1)

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$922

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$917

Full-Day Car Tour Siena San Gimignano and Chianti from Florence

A full-day tour to Siena and to San Gimignano, the medieval town considered a Unesco World Heritage Site. Lunch will be held at the Castle …More

5.0 (2)

Full-Day Car Tour Siena San Gimignano and Chianti from Florence

A full-day tour to Siena and to San Gimignano, the medieval town considered a Unesco World Heritage Site. Lunch will be held at the Castle...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$911

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?

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?

Got any more Florence trip ideas?

What are the most popular styles of Tours and Activities in Florence?