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 →

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid …More

Isola d'Elba, Italy

4.8 (8)

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid...

2 to 3 hours Free Cancellation

4.8 (8)

from
$149

The Medici Family Tour, starting at 1:30 PM, will narrate the story of the most important and powerful family in the city of Florence. The …More

Florence, Italy

4.6 (14)

Medici family -Guided city walking Tour

The Medici Family Tour, starting at 1:30 PM, will narrate the story of the most important and powerful family in the city of Florence. The...

1 hour 10 minutes Free Cancellation

4.6 (14)

from
$171

2-Hour Private Evening Walking Guided Tour of Florence Culture

Begin your private tour with expert local guide in the cool and refreshing evening. The square full of life: locals meeting, children playing, visitors stopping …More

Florence, Italy

5.0 (74)

2-Hour Private Evening Walking Guided Tour of Florence Culture

Begin your private tour with expert local guide in the cool and refreshing evening. The square full of life: locals meeting, children playing, visitors stopping...

2 hours Free Cancellation

5.0 (74)

from
$112

Unique and fun way to discover the historical center of Florence. Listen to important and secret facts while you enjoy the ride. …More

Florence, Italy

4.2 (21)

Florence Scooter Guided Tour

Unique and fun way to discover the historical center of Florence. Listen to important and secret facts while you enjoy the ride....

1 hour 30 minutes Free Cancellation

4.2 (21)

from
$58

Walking Tour trough Renaissance Secrets in Florence

We will have the pleasure of traveling together with you to the places and secrets that still exist today in Florence. Our tour will be …More

Florence, Italy

5.0 (7)

Walking Tour trough Renaissance Secrets in Florence

We will have the pleasure of traveling together with you to the places and secrets that still exist today in Florence. Our tour will be...

1 hour 30 minutes Free Cancellation

5.0 (7)

from
$34

Pisa: Cathedral guided tour with Leaning tower & local Food tour

Combine Pisa’s iconic landmarks and authentic Tuscan cuisine in this immersive 4.5-hour guided tour. Begin with a visit to Miracle Square (Piazza dei Miracoli), a …More

Pisa, Italy

4.7 (18)

Pisa: Cathedral guided tour with Leaning tower & local Food tour

Combine Pisa’s iconic landmarks and authentic Tuscan cuisine in this immersive 4.5-hour guided tour. Begin with a visit to Miracle Square (Piazza dei Miracoli), a...

4 to 5 hours Free Cancellation

4.7 (18)

from
$199

From Florence: Explore Venice on a Semi-Private Day Tour by Train

Discover the unforgettable charm of Venice on a full-day walking tour from Florence, traveling by high-speed train in comfort and style. After a scenic 2 …More

Florence, Italy

4.7 (13)

From Florence: Explore Venice on a Semi-Private Day Tour by Train

Discover the unforgettable charm of Venice on a full-day walking tour from Florence, traveling by high-speed train in comfort and style. After a scenic 2...

10 hours Hotel pickup offered Free Cancellation

4.7 (13)

from
$306

Montepulciano Wine Tasting in the Tuscan Countryside

An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our …More

Montepulciano, Italy

4.9 (10)

Montepulciano Wine Tasting in the Tuscan Countryside

An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our...

45 minutes Free Cancellation

4.9 (10)

from
$28

A Hot-Air Balloon flight above Florence is a poetic and fascinating experience, a unique and suggestive way to admire the fruits of the Renaissance from …More

Florence, Italy

5.0 (69)

Hot-Air Balloon Flight over Florence

A Hot-Air Balloon flight above Florence is a poetic and fascinating experience, a unique and suggestive way to admire the fruits of the Renaissance from...

2 to 3 hours Free Cancellation

5.0 (69)

from
$455

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Arezzo, Italy

5.0 (71)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$308

Small Group Guided Uffizi Gallery Tour with Timed Entry

Join a special small-group tour of Florence's Uffizi Gallery. Marvel at masterpieces by Michelangelo, Botticelli, and Da Vinci in the grand Medici palace. Dive into …More

Florence, Italy

4.3 (37)

Small Group Guided Uffizi Gallery Tour with Timed Entry

Join a special small-group tour of Florence's Uffizi Gallery. Marvel at masterpieces by Michelangelo, Botticelli, and Da Vinci in the grand Medici palace. Dive into...

1 hour 45 minutes

4.3 (37)

from
$109

Cinque Terre Small Group Tour max 13 people from Livorno port

When we say Cinque Terre (Five Lands) we refer to five small villages scattered along the Ligurian Coast. This area is appreciated for the beauty …More

Livorno, Italy

5.0 (2)

Cinque Terre Small Group Tour max 13 people from Livorno port

When we say Cinque Terre (Five Lands) we refer to five small villages scattered along the Ligurian Coast. This area is appreciated for the beauty...

9 hours Free Cancellation

5.0 (2)

from
$192

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary …More

Florence, Italy

5.0 (7)

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$161

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San …More

Florence, Italy

5.0 (3)

Private tour San Gimignano, Chianti and Wine Tasting with lunch

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$333

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of …More

Florence, Italy

5.0 (6)

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$103

Private Day Trip Tour around Pisa and Lucca from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate a day to the two most important historical cities of Tuscany on this private tour of Pisa …More

Florence, Italy

4.8 (5)

Private Day Trip Tour around Pisa and Lucca from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate a day to the two most important historical cities of Tuscany on this private tour of Pisa...

8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$129

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities …More

Florence, Italy

4.9 (7)

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities...

9 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$170

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by …More

Florence, Italy

5.0 (5)

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$176

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you …More

Florence, Italy

5.0 (2)

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$331

Pisa and Florence Private Day Tour from Livorno Port

Discover Pisa and Florence on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, …More

Livorno, Italy

4.7 (72)

Pisa and Florence Private Day Tour from Livorno Port

Discover Pisa and Florence on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa,...

8 hours Free Cancellation

4.7 (72)

from
$666

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?