Top Caribbean Luxury & Special Occasions

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

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

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

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

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

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

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you …More

Santo Domingo, Dominican Republic

4.0 (52)

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you...

6 hours Hotel pickup offered Free Cancellation

4.0 (52)

from
$75

Iguana Island is in the Turks and Caicos Islands, a UK Overseas Territory situated south of the Bahamas in the Caribbean. Managed by the Turks …More

4.8 (38)

Mangrove Cay and Iguana Island Tours

Iguana Island is in the Turks and Caicos Islands, a UK Overseas Territory situated south of the Bahamas in the Caribbean. Managed by the Turks...

3 hours Hotel pickup offered

4.8 (38)

from
$150

"Discover Old San Juan through a relaxed walking experience departing directly from the cruise piers. Stroll through colorful streets, historic plazas, and scenic coastal paths …More

5.0 (2)

Old San Juan Highlights Walk

"Discover Old San Juan through a relaxed walking experience departing directly from the cruise piers. Stroll through colorful streets, historic plazas, and scenic coastal paths...

1 hour Free Cancellation

5.0 (2)

from
$50

This in-depth conversation takes place outdoors in a quiet ambiance and covers key topics related to Puerto Rico: 1. Political Heritage: Rich history shaped by …More

5.0 (2)

Let's Talk Politics Puerto Rico

This in-depth conversation takes place outdoors in a quiet ambiance and covers key topics related to Puerto Rico: 1. Political Heritage: Rich history shaped by...

1 hour Free Cancellation

5.0 (2)

from
$350

Party Boat in Punta Cana with Drinks and Transportation Included

Hop aboard a beautiful catamaran bound for the coast of Bavaria and enjoy this half-day boat tour that includes snorkeling, dancing and alcoholic and non-alcoholic …More

Punta Cana, Dominican Republic

4.3 (4)

Party Boat in Punta Cana with Drinks and Transportation Included

Hop aboard a beautiful catamaran bound for the coast of Bavaria and enjoy this half-day boat tour that includes snorkeling, dancing and alcoholic and non-alcoholic...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (4)

from
$58

Zip Line Park in Punta Cana With Pick Up

We are the only country in the Zip Line that offers dual line cables, plus a lifeline at the same time. In other words, our …More

Punta Cana, Dominican Republic

4.5 (43)

Zip Line Park in Punta Cana With Pick Up

We are the only country in the Zip Line that offers dual line cables, plus a lifeline at the same time. In other words, our...

4 hours Hotel pickup offered Free Cancellation

4.5 (43)

from
$45

Dunn's River Falls Catamaran Cruise, Ocho Rios from Montego Bay

Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica at its finest on our sixty-five foot …More

Montego Bay, Jamaica

4.7 (10)

Dunn's River Falls Catamaran Cruise, Ocho Rios from Montego Bay

Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica at its finest on our sixty-five foot...

7 hours Free Cancellation

4.7 (10)

from
$149

Luminous Lagoon & Rose Hall Haunted Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goose bumps …More

Montego Bay, Jamaica

4.0 (2)

Luminous Lagoon & Rose Hall Haunted Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goose bumps...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (2)

from
$122

The excursions in Macao are one of the most popular in Punta Cana, this experience is an unforgettable half-day adventure, we will drive on a …More

Punta Cana, Dominican Republic

4.8 (22)

3-Hour Extreme Buggy Tour of Punta Cana

The excursions in Macao are one of the most popular in Punta Cana, this experience is an unforgettable half-day adventure, we will drive on a...

3 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$45

Saona Island Full Day Tour Lunch and Transportation Included

You cannot miss this excursion to paradise, an unforgettable trip Once we are in Bayahibe we will take a speedboat to start the trip to …More

Punta Cana, Dominican Republic

3.3 (6)

Saona Island Full Day Tour Lunch and Transportation Included

You cannot miss this excursion to paradise, an unforgettable trip Once we are in Bayahibe we will take a speedboat to start the trip to...

9 hours Hotel pickup offered Free Cancellation

3.3 (6)

from
$75

Private Catamaran Sunset Cruise in Turks and Caicos

Join us on this fully customizable private catamaran sunset cruise in the beautiful Grace Bay in Turks and Caicos. This memorable excursion will depart from …More

4.8 (4)

Private Catamaran Sunset Cruise in Turks and Caicos

Join us on this fully customizable private catamaran sunset cruise in the beautiful Grace Bay in Turks and Caicos. This memorable excursion will depart from...

2 hours Free Cancellation

4.8 (4)

from
$1,650

Luxury Catamaran, Snorkel and Dining Experience Barbados

Enjoy a luxury shared catamaran cruise along Barbados’ stunning coast. Create lasting memories on this experience that whisks you away from magnificent Caribbean shores into …More

Saint Joseph Parish, Barbados

4.8 (25)

Luxury Catamaran, Snorkel and Dining Experience Barbados

Enjoy a luxury shared catamaran cruise along Barbados’ stunning coast. Create lasting memories on this experience that whisks you away from magnificent Caribbean shores into...

5 hours Hotel pickup offered

4.8 (25)

from
$316

Grand Etang Lake, Annandale WaterFalls & Fort Frederick Grenada

ExplorerGrenada Tour stands out from its competitors in several ways when it comes to providing combined tours to Annandale Falls, Fort Frederick, and Grand Etang …More

Grand Anse, Grenada

5.0 (11)

Grand Etang Lake, Annandale WaterFalls & Fort Frederick Grenada

ExplorerGrenada Tour stands out from its competitors in several ways when it comes to providing combined tours to Annandale Falls, Fort Frederick, and Grand Etang...

3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$50

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take …More

5.0 (11)

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$144

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea …More

5.0 (11)

Half-Day Sailing Boat Adventure

Sailing has sensation. Come live an unforgettable experience on a sailboat. A timeless adventure aboard our sailboat. Come hoist the sails on the Caribbean Sea...

4 hours Free Cancellation

5.0 (11)

from
$123

Botanical Gardens & Pedro St James in Grand Cayman

Enjoy a relaxed tour exploring Grand Cayman’s nature and history. Visit the Queen Elizabeth II Botanic Park to see vibrant tropical gardens, native wildlife, and …More

Seven Mile Beach, Cayman Islands

4.2 (28)

Botanical Gardens & Pedro St James in Grand Cayman

Enjoy a relaxed tour exploring Grand Cayman’s nature and history. Visit the Queen Elizabeth II Botanic Park to see vibrant tropical gardens, native wildlife, and...

4 hours Hotel pickup offered Free Cancellation

4.2 (28)

from
$189

Discover Sosua's Underwater World & Beach Day

Enjoy the underwater world in Sosua, we will take you out by boat to two different Snorkeling Reefs. We provide with the snorkeling equipment and …More

Cabarete, Dominican Republic

4.8 (13)

Discover Sosua's Underwater World & Beach Day

Enjoy the underwater world in Sosua, we will take you out by boat to two different Snorkeling Reefs. We provide with the snorkeling equipment and...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$66

1/2 Day Private Catamaran out of Soufriere

Designed for those who want to move at their own pace and see the West Coast of St. Lucia. This half day coastal cruise allows …More

Soufriere, St Lucia

4.9 (9)

1/2 Day Private Catamaran out of Soufriere

Designed for those who want to move at their own pace and see the West Coast of St. Lucia. This half day coastal cruise allows...

4 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$2,340

Rainforest Cycling Adventure in St. Lucia

If you’re looking to truly discover the heart of St. Lucia, this is the essential tour for you. Embark on a thrilling cycling adventure through …More

Rodney Bay, St Lucia

4.8 (13)

Rainforest Cycling Adventure in St. Lucia

If you’re looking to truly discover the heart of St. Lucia, this is the essential tour for you. Embark on a thrilling cycling adventure through...

2 hours 30 minutes Free Cancellation

4.8 (13)

from
$67

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for …More

4.6 (42)

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for...

4 to 5 hours Free Cancellation

4.6 (42)

from
$385

Frequently Asked Questions

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

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

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

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

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean 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 Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

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