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 →

Cortona - Easy guided eBike tour around the Etruscan City.

- Departure is guaranteed with 4+ guests. - We have discount codes for each booking—contact us before you book. - Contact us before if you …More

Arezzo, Italy

5.0 (66)

Cortona - Easy guided eBike tour around the Etruscan City.

- Departure is guaranteed with 4+ guests. - We have discount codes for each booking—contact us before you book. - Contact us before if you...

2 to 3 hours Free Cancellation

5.0 (66)

from
$170

Private Guided Tour of Lucca by E-bike or City bike

DISCOVER LUCCA AND THE WALLS HAVING FUN WITH A PRIVATE GUIDE Do not miss this fantastic opportunity to reach all the interesting points of the …More

Lucca, Italy

4.6 (25)

Private Guided Tour of Lucca by E-bike or City bike

DISCOVER LUCCA AND THE WALLS HAVING FUN WITH A PRIVATE GUIDE Do not miss this fantastic opportunity to reach all the interesting points of the...

120 to 150 minutes Free Cancellation

4.6 (25)

from
$62

Pisa's Leaning Tower Climbing, Cathedral, Cemetery and Baptistery guided visit

Full immersion at the Square of Miracles with entrances to the Cathedral, Baptistery, Cemetery with optional Leaning Tower climbing Discover the wonders of Pisa’s iconic …More

Pisa, Italy

5.0 (19)

Pisa's Leaning Tower Climbing, Cathedral, Cemetery and Baptistery guided visit

Full immersion at the Square of Miracles with entrances to the Cathedral, Baptistery, Cemetery with optional Leaning Tower climbing Discover the wonders of Pisa’s iconic...

2 hours Free Cancellation

5.0 (19)

from
$46

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most …More

Florence, Italy

5.0 (16)

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most...

9 hours Free Cancellation

5.0 (16)

from
$235

Deluxe Florence and Pisa Tour from Livorno Cruise Port

Are you a cruise traveler docking in Livorno, eager to immerse yourself in the rich history and captivating charm of Florence and Pisa? Join us …More

Livorno, Italy

4.7 (96)

Deluxe Florence and Pisa Tour from Livorno Cruise Port

Are you a cruise traveler docking in Livorno, eager to immerse yourself in the rich history and captivating charm of Florence and Pisa? Join us...

8 hours Free Cancellation

4.7 (96)

from
$88

Florence San Lorenzo Food Tour by Secret Food Tours

Join us for an exclusive food tour in the heart of Florence’s vibrant San Lorenzo neighborhood. Escape the tourist crowds and immerse yourself in the …More

Florence, Italy

5.0 (94)

Florence San Lorenzo Food Tour by Secret Food Tours

Join us for an exclusive food tour in the heart of Florence’s vibrant San Lorenzo neighborhood. Escape the tourist crowds and immerse yourself in the...

3 hours 30 minutes Free Cancellation

5.0 (94)

from
$111

BE THE FIRST: Early Bird Florence Walking Tour & Accademia Gallery (David)

Staying just one day in Florence? No problem, you can still experience it to the fullest. Our Florence walking tour includes a guided tour of …More

Florence, Italy

4.9 (57)

BE THE FIRST: Early Bird Florence Walking Tour & Accademia Gallery (David)

Staying just one day in Florence? No problem, you can still experience it to the fullest. Our Florence walking tour includes a guided tour of...

3 hours Free Cancellation

4.9 (57)

from
$68

Direct Access Accademia & David Small Group Guided Tour

Step into the world of Michelangelo and embark on a journey that delves into his greatest masterpieces - the "David", ''I Prigioni'', ''San Matteo'' and …More

Florence, Italy

4.4 (493)

Direct Access Accademia & David Small Group Guided Tour

Step into the world of Michelangelo and embark on a journey that delves into his greatest masterpieces - the "David", ''I Prigioni'', ''San Matteo'' and...

1 hour Free Cancellation

4.4 (493)

from
$67

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San …More

Florence, Italy

4.9 (138)

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San...

7 hours

4.9 (138)

from
$382

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in …More

Florence, Italy

4.8 (42)

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in...

10 hours Free Cancellation

4.8 (42)

from
$329

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend …More

Florence, Italy

5.0 (42)

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$657

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

Florence, Italy

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
$532

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

Florence, Italy

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
$566

VIP Chianti, Brunello wine & Pienza with lunch From Siena

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you …More

Siena, Italy

5.0 (27)

VIP Chianti, Brunello wine & Pienza with lunch From Siena

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you...

8 to 9 hours Free Cancellation

5.0 (27)

from
$267

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, …More

Florence, Italy

4.9 (38)

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills,...

10 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$168

Florence Accademia Gallery and Michelangelo David Private Tour

See one of Michelangelo's most famous masterpieces with this private 2-hour tour of the Accademia Gallery in Florence. Admire the impressive statue of David close-up …More

Florence, Italy

5.0 (20)

Florence Accademia Gallery and Michelangelo David Private Tour

See one of Michelangelo's most famous masterpieces with this private 2-hour tour of the Accademia Gallery in Florence. Admire the impressive statue of David close-up...

2 hours Hotel pickup offered

5.0 (20)

from
$108

Florence - The Medici's Private Walking Tour

Step into the fascinating world of the Medici, the family that shaped the very soul of Florence and sparked the Renaissance. From their modest origins …More

Florence, Italy

4.8 (21)

Florence - The Medici's Private Walking Tour

Step into the fascinating world of the Medici, the family that shaped the very soul of Florence and sparked the Renaissance. From their modest origins...

2 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$25

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on …More

Lucca, Italy

5.0 (118)

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on...

2 to 3 hours Free Cancellation

5.0 (118)

from
$23

Accademia Gallery Small Group Guided Tour in Florence

Discover the artistic treasures of Florence on a guided tour of the Accademia Gallery, one of the city’s most celebrated museums and home to Michelangelo’s …More

Florence, Italy

4.5 (71)

Accademia Gallery Small Group Guided Tour in Florence

Discover the artistic treasures of Florence on a guided tour of the Accademia Gallery, one of the city’s most celebrated museums and home to Michelangelo’s...

1 hour 30 minutes Free Cancellation

4.5 (71)

from
$74

Florence Accademia Gallery: All Michelangelo's Masterpieces Guided Tour

Enjoy a different way to fully appreciate the most iconic Michelangelo's masterpiece! Michelangelo's masterpieces from youth to maturity, from visibly to intellectually completed statues: Michelangelo's …More

Florence, Italy

4.8 (37)

Florence Accademia Gallery: All Michelangelo's Masterpieces Guided Tour

1 hour 30 minutes Free Cancellation

4.8 (37)

from
$86

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?

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?