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 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 Florence Accademia Gallery Tour & Timed Entry Tickets Included 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 Florence Duomo Complex Private Guided Tour 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 →

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

Siena, Italy

5.0 (83)

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation

5.0 (83)

from
$217

Florence Street Food Walking Tour with Wine in Duomo Area

This 2.5-hour small-group walking tour is more than just a food journey—it's a deep dive into Florence's rich culinary and cultural heritage. Your expert guide …More

Florence, Italy

4.9 (127)

Florence Street Food Walking Tour with Wine in Duomo Area

This 2.5-hour small-group walking tour is more than just a food journey—it's a deep dive into Florence's rich culinary and cultural heritage. Your expert guide...

2 hours 30 minutes Free Cancellation

4.9 (127)

from
$61

Medici Legends & Renaissance Wonders: Florence Small Group Tour

Discover the Medici's story with a walk through the most important streets and palaces. On this tour we deal with the rise of the Medici …More

Florence, Italy

5.0 (150)

Medici Legends & Renaissance Wonders: Florence Small Group Tour

Discover the Medici's story with a walk through the most important streets and palaces. On this tour we deal with the rise of the Medici...

1 hour 45 minutes Free Cancellation

5.0 (150)

from
$112

Think beyond the Leaning Tower and discover Pisa's vibrant urban art scene on this self-guided bike tour. Ride through the city's colorful streets to admire …More

Pisa, Italy

5.0 (28)

Pisa Street Art Self-Guided Bike Tour

Think beyond the Leaning Tower and discover Pisa's vibrant urban art scene on this self-guided bike tour. Ride through the city's colorful streets to admire...

3 hours Free Cancellation

5.0 (28)

from
$22

visita guidata a Lucca: ITALIANO or ENGLISH (2 guides)

Venerdì, sabato e domenica (ma anche in altri giorni festivi!) alle 11:00 goditi un tour a piedi di 2 ore con la tua guida locale …More

Lucca, Italy

4.8 (132)

visita guidata a Lucca: ITALIANO or ENGLISH (2 guides)

Venerdì, sabato e domenica (ma anche in altri giorni festivi!) alle 11:00 goditi un tour a piedi di 2 ore con la tua guida locale...

2 hours Free Cancellation

4.8 (132)

from
$21

Florence - Express Uffizi Gallery and Leonardo da Vinci Museum

Embark on an immersive journey into the life and legacy of Leonardo da Vinci, a titan of creativity whose genius spanned art, science, engineering, anatomy, …More

Florence, Italy

4.8 (33)

Florence - Express Uffizi Gallery and Leonardo da Vinci Museum

Embark on an immersive journey into the life and legacy of Leonardo da Vinci, a titan of creativity whose genius spanned art, science, engineering, anatomy,...

2 hours 15 minutes Free Cancellation

4.8 (33)

from
$137

Juliet's Verona & a Sirmione Cruise on Lake Garda from Milan

Explore Verona and Lake Garda on a guided day trip from Milan, with a visit to lakeside Sirmione and the option to cruise across Lake …More

Milan, Italy

4.6 (201)

Juliet's Verona & a Sirmione Cruise on Lake Garda from Milan

Explore Verona and Lake Garda on a guided day trip from Milan, with a visit to lakeside Sirmione and the option to cruise across Lake...

12 hours Hotel pickup offered Free Cancellation

4.6 (201)

from
$114

Florence by Bike: A Guided Tour of the City’s Highlights

Our Florence Bike Tour combines history, local flavor, and hidden gems in a fun and relaxed way — all without the tourist crowds. Led by …More

Florence, Italy

4.8 (156)

Florence by Bike: A Guided Tour of the City’s Highlights

Our Florence Bike Tour combines history, local flavor, and hidden gems in a fun and relaxed way — all without the tourist crowds. Led by...

2 hours Free Cancellation

4.8 (156)

from
$30

this tour is Ideal for cruise passengers that want to see the highlights of Florence and Pisa in a day …More

Livorno, Italy

5.0 (140)

Florence & Pisa with Nicola Scovenna

this tour is Ideal for cruise passengers that want to see the highlights of Florence and Pisa in a day...

9 hours Free Cancellation

5.0 (140)

from
$1,263

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

Maximize your time in Florence with a combo tour to visit Florence’s must-see attractions, including the Accademia with Michelangelo's David, and the Uffizi Gallery. This …More

Florence, Italy

5.0 (81)

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

Maximize your time in Florence with a combo tour to visit Florence’s must-see attractions, including the Accademia with Michelangelo's David, and the Uffizi Gallery. This...

5 hours 30 minutes Free Cancellation

5.0 (81)

from
$223

Florence City Center Exclusive Guided Tour w/ Accademia & David

Relive the Italian Renaissance in Florence during this 2.5 hour private guided museum & walking tour covering highlights including the Accademia with Michelangelo's David. This …More

Florence, Italy

5.0 (75)

Florence City Center Exclusive Guided Tour w/ Accademia & David

Relive the Italian Renaissance in Florence during this 2.5 hour private guided museum & walking tour covering highlights including the Accademia with Michelangelo's David. This...

2 hours 30 minutes Free Cancellation

5.0 (75)

from
$123

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your …More

Florence, Italy

4.9 (172)

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your...

7 hours Free Cancellation

4.9 (172)

from
$169

Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, …More

Siena, Italy

4.6 (159)

Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta,...

5 hours Free Cancellation

4.6 (159)

from
$56

Photo Shoot in Florence with a Professional Photographer

Experience Florence and get some of the best vacation photos you'll ever see with a professional private photo shoot. Spend time with your own private …More

Florence, Italy

5.0 (25)

Photo Shoot in Florence with a Professional Photographer

Experience Florence and get some of the best vacation photos you'll ever see with a professional private photo shoot. Spend time with your own private...

90 to 240 minutes Free Cancellation

5.0 (25)

from
$465

Michelangelo’s David: Accademia Gallery Ticket or Guided Tour

Experience one of Florence’s greatest artistic treasures with a visit to the renowned Accademia Gallery. Come face-to-face with Michelangelo’s David, one of the world’s most …More

Florence, Italy

4.8 (58)

Michelangelo’s David: Accademia Gallery Ticket or Guided Tour

Experience one of Florence’s greatest artistic treasures with a visit to the renowned Accademia Gallery. Come face-to-face with Michelangelo’s David, one of the world’s most...

1 hour Free Cancellation

4.8 (58)

from
$27

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in …More

Florence, Italy

5.0 (79)

Private Brunello Wine Safari and Val d'Orcia Tour from Florence

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns. Your adventure kicks off in...

11 hours Hotel pickup offered Free Cancellation

5.0 (79)

from
$662

Square of Miracles guided tour with Leaning Tower ticket (option)

Explore Pisa’s most famous monuments with this small-group guided tour of Piazza dei Miracoli. Step inside the Cathedral to admire its stunning golden mosaics, hear …More

Pisa, Italy

4.7 (81)

Square of Miracles guided tour with Leaning Tower ticket (option)

Explore Pisa’s most famous monuments with this small-group guided tour of Piazza dei Miracoli. Step inside the Cathedral to admire its stunning golden mosaics, hear...

75 to 120 minutes Free Cancellation

4.7 (81)

from
$23

From Livorno to Pisa on your own with optional Leaning Tower Ticket

Pisa is one of the top destinations in Tuscany and is very close to Livorno but reaching the tower by public transport can be troublesome, …More

Livorno, Italy

4.2 (222)

From Livorno to Pisa on your own with optional Leaning Tower Ticket

Pisa is one of the top destinations in Tuscany and is very close to Livorno but reaching the tower by public transport can be troublesome,...

4 hours Free Cancellation

4.2 (222)

from
$22

From Florence: Pisa Afternoon Tour & Leaning Tower Access

Explore the Tuscan countryside en route to Pisa, the historic university city famed for Romanesque architecture. Meet your expert guide for a walking tour of …More

Florence, Italy

4.2 (767)

From Florence: Pisa Afternoon Tour & Leaning Tower Access

Explore the Tuscan countryside en route to Pisa, the historic university city famed for Romanesque architecture. Meet your expert guide for a walking tour of...

6 hours Free Cancellation

4.2 (767)

from
$106

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our …More

Florence, Italy

4.9 (88)

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our...

7 to 8 hours Free Cancellation

4.9 (88)

from
$193

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?