Top Tuscany Luxury & Special Occasions

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Tour of the cellar and tasting of 6 wines

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an …More

Lucca, Italy

5.0 (10)

Tour of the cellar and tasting of 6 wines

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an...

60 to 90 minutes

5.0 (10)

from
$34

From Florence Assisi and Carlo Acutis and Orvieto Day Trip

Escape Florence for a full day private journey into the heart of Umbria, a land of vineyards, olive groves, and charming hilltop villages. Explore Assisi, …More

Florence, Italy

4.9 (10)

From Florence Assisi and Carlo Acutis and Orvieto Day Trip

Escape Florence for a full day private journey into the heart of Umbria, a land of vineyards, olive groves, and charming hilltop villages. Explore Assisi,...

10 hours Free Cancellation

4.9 (10)

from
$213

Flying in Chianti is a unique experience, which allows you to immerse yourself in nature without even having to touch the ground. From above you …More

Florence, Italy

5.0 (10)

Hot-Air Balloon Flight over Chianti

Flying in Chianti is a unique experience, which allows you to immerse yourself in nature without even having to touch the ground. From above you...

2 to 3 hours Free Cancellation

5.0 (10)

from
$307

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine …More

Chianti, Italy

5.0 (10)

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine...

4 to 5 hours Free Cancellation

5.0 (10)

from
$153

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel, …More

Florence, Italy

5.0 (9)

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$125

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers …More

Florence, Italy

5.0 (9)

Luxury Shopping Experience: Private Chauffeur to The Mall & Prada

An unforgettable journey into the world of fashion: The Mall & Prada Space. Spend an half day in two of the best the shopping centers...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$137

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

Florence, Italy

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
$336

PRIVATE Florence Food Tour & Wine with Local Expert Marina

Discover Florence through its food on a private tasting tour with Martina, a knowledgeable local food expert passionate about Tuscan cuisine. Visit local eateries and …More

Florence, Italy

5.0 (9)

PRIVATE Florence Food Tour & Wine with Local Expert Marina

Discover Florence through its food on a private tasting tour with Martina, a knowledgeable local food expert passionate about Tuscan cuisine. Visit local eateries and...

2 to 3 hours Free Cancellation

5.0 (9)

from
$179

Private Day Trip San Gimignano and Volterra from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the magnificent cities of San Gimignano and Volterra, and explore the history of the …More

Florence, Italy

5.0 (9)

Private Day Trip San Gimignano and Volterra from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the magnificent cities of San Gimignano and Volterra, and explore the history of the...

8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$129

Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is …More

Siena, Italy

4.9 (9)

Siena walking tour with Gelato & Prosecco

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is...

1 hour 30 minutes Free Cancellation

4.9 (9)

from
$62

The Best Of Classic Florence - Private Tour

Discover Florence with an exclusive walking tour, led by an expert guide who will take you through the city's most iconic landmarks, unveiling fascinating stories …More

Florence, Italy

4.8 (9)

The Best Of Classic Florence - Private Tour

Discover Florence with an exclusive walking tour, led by an expert guide who will take you through the city's most iconic landmarks, unveiling fascinating stories...

2 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$34

Pitti Palace - Private Tour At Galleria Palatina Incl. Tkts To Boboli Gardens

Enjoy a guided tour of the Palatine Gallery, the private art collection of the Medici family inside their last sumptuous residence. Admire extraordinary masterpieces by …More

Florence, Italy

4.8 (9)

Pitti Palace - Private Tour At Galleria Palatina Incl. Tkts To Boboli Gardens

Enjoy a guided tour of the Palatine Gallery, the private art collection of the Medici family inside their last sumptuous residence. Admire extraordinary masterpieces by...

3 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$78

Florence Top-Sites Guided Tour with Michelangelo David

Meet your local guide at your lodging and begin this strolling voyage through Florence. This visit will carry you into the center of a standout …More

Florence, Italy

4.9 (9)

Florence Top-Sites Guided Tour with Michelangelo David

Meet your local guide at your lodging and begin this strolling voyage through Florence. This visit will carry you into the center of a standout...

3 hours

4.9 (9)

from
$124

This 2 hours walking city tour will take you to the highlights of the city of Florence after sunset with a top-rated local guide. This tour is a …More

Florence, Italy

4.9 (9)

Best of Florence Tour by Night

This 2 hours walking city tour will take you to the highlights of the city of Florence after sunset with a top-rated local guide. This tour is a...

2 hours Free Cancellation

4.9 (9)

from
$73

Sant'Ambrogio Market Food Tour with Tastings led by a local Chef

Join a talented local chef born and raised in the heart of the most authentic food market of Florence on an unforgettable food tour among …More

Florence, Italy

5.0 (9)

Sant'Ambrogio Market Food Tour with Tastings led by a local Chef

Join a talented local chef born and raised in the heart of the most authentic food market of Florence on an unforgettable food tour among...

3 hours Free Cancellation

5.0 (9)

from
$76

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves …More

Florence, Italy

5.0 (9)

Chianti Classico E-bike Tour

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves...

8 hours Free Cancellation

5.0 (9)

from
$356

Half Day in Pisa from the Cruise Port of Livorno

Half day in Pisa with comfortable vehicle and English speaking driver. Meet&Greet at the indicated pick-up point: The driver will have a sign with the …More

Livorno, Italy

4.8 (9)

Half Day in Pisa from the Cruise Port of Livorno

Half day in Pisa with comfortable vehicle and English speaking driver. Meet&Greet at the indicated pick-up point: The driver will have a sign with the...

4 hours Free Cancellation

4.8 (9)

from
$658

Pisa and Lucca from the Livorno Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be …More

Livorno, Italy

5.0 (9)

Pisa and Lucca from the Livorno Cruise Port

Live a different experience from the tours with the ship's bus. On board our vehicles with permission to enter the historic centers, you will be...

8 hours Free Cancellation

5.0 (9)

from
$885

Palazzo Vecchio Small Group Tour, Optional Private & Tower Climb

Discover Florence’s secrets on a private guided tour of Palazzo Vecchio, one of the city’s most iconic landmarks! Explore the history of the Florentine Republic …More

Florence, Italy

5.0 (9)

Palazzo Vecchio Small Group Tour, Optional Private & Tower Climb

Discover Florence’s secrets on a private guided tour of Palazzo Vecchio, one of the city’s most iconic landmarks! Explore the history of the Florentine Republic...

1 hour 30 minutes Free Cancellation

5.0 (9)

from
$102

Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms, …More

Florence, Italy

5.0 (9)

Florence: Accademia Gallery private tour; Michelangelo’s David

Give yourself a beautiful time and visit Accademia Gallery, a must-see in Florence. Our informative tour with local guide provides wonderful exploration within museum rooms,...

2 hours

5.0 (9)

from
$103

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Luxury & Special Occasions are:

What are the best kid-friendly options for Tuscany Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Tuscany Luxury & Special Occasions have Instant Confirmation?

Tuscany Luxury & Special Occasions with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Luxury & Special Occasions have Free Cancellation?

Tuscany Luxury & Special Occasions 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 Tuscany Luxury & Special Occasions have Hotel Pickup?

No problem. These Tuscany Luxury & Special Occasions include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

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