Top Tuscany Luxury & Special Occasions

Q: Which Tuscany Luxury & Special Occasions have Instant Confirmation?

Tuscany Luxury & Special Occasions with Instant Confirmation include: Skip the line David Guided Experience Florence Accademia Gallery Tour & Timed Entry Tickets Included Half-Day Chianti Wine Tasting from Florence with Two Wineries Half-Day Excursion to Pisa and the Leaning Tower from Florence Private Golf Cart Tour: Michelangelo & Florence Hills View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Luxury & Special Occasions have Hotel Pickup?

No problem. These Tuscany Luxury & Special Occasions include Hotel Pickup: Cinque Terre and Pisa Tower Small-Group Day Trip from Florence Private Day Trip Siena, San Gimignano and Chianti from Florence The Accademia Gallery Private Tour to Cinque Terre from Florence Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano View all Tours with Hotel Pickup →

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 →

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages …More

Florence, Italy

5.0 (5)

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$715

Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in …More

Siena, Italy

5.0 (3)

Siena to Florence Private Transfer: Monteriggioni & San Gimignano

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$136

Siena Highlights Private Walking Tour With A Guide (Private Tour)

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at …More

Siena, Italy

4.6 (40)

Siena Highlights Private Walking Tour With A Guide (Private Tour)

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at...

3 hours Free Cancellation

4.6 (40)

from
$31

This e-bike tour around Cortona offers a unique and engaging way to explore Tuscany's stunning landscapes and rich history, featuring stops at Villa Bramasole, Fortezza …More

Arezzo, Italy

5.0 (22)

Half Day Tour by Ebike Around Cortona

This e-bike tour around Cortona offers a unique and engaging way to explore Tuscany's stunning landscapes and rich history, featuring stops at Villa Bramasole, Fortezza...

2 to 4 hours Free Cancellation

5.0 (22)

from
$172

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of …More

Florence, Italy

4.9 (16)

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of...

9 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$153

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color …More

San Gimignano, Italy

4.3 (15)

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color...

7 hours Free Cancellation

4.3 (15)

from
$97

Siena Bites & Stories: A Tasty City Adventure with a Local

To fully discover a city one may participate in a lot of tours and go eat at many venues published on travel guides and recommended …More

Siena, Italy

4.7 (24)

Siena Bites & Stories: A Tasty City Adventure with a Local

To fully discover a city one may participate in a lot of tours and go eat at many venues published on travel guides and recommended...

2 hours 30 minutes Free Cancellation

4.7 (24)

from
$67

Semi-Private Truffle Hunting & lunch @ Winery, San Gimignano

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards …More

Florence, Italy

5.0 (26)

Semi-Private Truffle Hunting & lunch @ Winery, San Gimignano

After a one-hour comfortable drive from Florence to the Chianti region, you will meet with our professional truffle hunter. You will enjoy hiking through vineyards...

7 to 8 hours Free Cancellation

5.0 (26)

from
$548

Ancient Olympia full day private tour from Athens

Drive through the scenic and beautiful landscape of the Peloponnese Peninsula to reach the birthplace of the Olympic Games. Admire the emblematic temples and athletic …More

Montecatini Terme, Greece

4.9 (8)

Ancient Olympia full day private tour from Athens

Drive through the scenic and beautiful landscape of the Peloponnese Peninsula to reach the birthplace of the Olympic Games. Admire the emblematic temples and athletic...

13 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$658

Explore Florence’s renowned Accademia Gallery on a private guided tour and discover the masterpieces that shaped the Italian Renaissance. Admire Michelangelo’s legendary David, a magnificent …More

Florence, Italy

5.0 (6)

David & Accademia Gallery Private Tour

Explore Florence’s renowned Accademia Gallery on a private guided tour and discover the masterpieces that shaped the Italian Renaissance. Admire Michelangelo’s legendary David, a magnificent...

1 hour 15 minutes Free Cancellation

5.0 (6)

from
$74

Discover the genius of Michelangelo Buonarroti with our guided tour of the Accademia Gallery in Florence. The famous Renaissance Italian artist left an indelible mark …More

Florence, Italy

5.0 (2)

Private Tour: The Academy Gallery

Discover the genius of Michelangelo Buonarroti with our guided tour of the Accademia Gallery in Florence. The famous Renaissance Italian artist left an indelible mark...

1 hour Free Cancellation

5.0 (2)

from
$79

Once home to Dante, Leonardo, Michelangelo and Machiavelli the streets and squares of the city are teeming with history. It all began in ancient times …More

Florence, Italy

5.0 (1)

Florence City Walking Tour

Once home to Dante, Leonardo, Michelangelo and Machiavelli the streets and squares of the city are teeming with history. It all began in ancient times...

1 hour Free Cancellation

5.0 (1)

from
$55

Private Electric Bike 2 hours Tour of Florence Hills with Gelato Tasting

Experience the enchanting landscapes of Tuscany with an exciting electric bike ride along picturesque country roads. This thrilling journey takes you through the stunning rolling …More

Florence, Italy

5.0 (2)

Private Electric Bike 2 hours Tour of Florence Hills with Gelato Tasting

Experience the enchanting landscapes of Tuscany with an exciting electric bike ride along picturesque country roads. This thrilling journey takes you through the stunning rolling...

2 hours Free Cancellation

5.0 (2)

from
$72

Explore Florence Highlights including the 'David': Private Tour

Your tour begins in the prestigious Accademia Gallery, where you will enjoy timed entrance tickets to the museum, and explore stunning artwork, including Michelangelo's David. …More

Florence, Italy

5.0 (1)

Explore Florence Highlights including the 'David': Private Tour

Your tour begins in the prestigious Accademia Gallery, where you will enjoy timed entrance tickets to the museum, and explore stunning artwork, including Michelangelo's David....

3 hours

5.0 (1)

from
$105

Welcome to Florence: Private 2.5-hour Highlights Walking Tour

Discover the highlights of Florence and follow an expert and entertaining guide to the most significant places through the historical centre and learn about the …More

Florence, Italy

5.0 (2)

Welcome to Florence: Private 2.5-hour Highlights Walking Tour

Discover the highlights of Florence and follow an expert and entertaining guide to the most significant places through the historical centre and learn about the...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$35

Uffizi Gallery & Accademia: Private Full-Day Walking Tour

Begin your day in the impressive Uffizi Gallery, one of the largest museums in the Western world, holding over 3,000 works of notable artists. The …More

Florence, Italy

5.0 (1)

Uffizi Gallery & Accademia: Private Full-Day Walking Tour

Begin your day in the impressive Uffizi Gallery, one of the largest museums in the Western world, holding over 3,000 works of notable artists. The...

6 hours

5.0 (1)

from
$210

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive …More

Arezzo, Italy

5.0 (25)

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive...

7 to 8 hours Hotel pickup offered

5.0 (25)

from
$342

Private and exclusive Duomo's Complex Tour in Florence

Embark on an exclusive journey through the heart of Florence's history as we delve into the Renaissance origins of art and culture. Your adventure begins …More

Florence, Italy

5.0 (2)

Private and exclusive Duomo's Complex Tour in Florence

Embark on an exclusive journey through the heart of Florence's history as we delve into the Renaissance origins of art and culture. Your adventure begins...

2 to 3 hours

5.0 (2)

from
$148

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you …More

Siena, Italy

5.0 (2)

Siena Cathedral: Private Tour

The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you...

1 hour Free Cancellation

5.0 (2)

from
$136

Michelangelo's David tour and entry tickets - Small group tour

Florence Accademia tour . See Michelangelo's Original David and more in a guided tour at the Academia Gallery in Florence. Free time in the museum …More

Florence, Italy

4.7 (42)

Michelangelo's David tour and entry tickets - Small group tour

Florence Accademia tour . See Michelangelo's Original David and more in a guided tour at the Academia Gallery in Florence. Free time in the museum...

1 hour 15 minutes

4.7 (42)

from
$74

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?

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?

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?

Got any more Tuscany trip ideas?

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