Top Caribbean Luxury & Special Occasions

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

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the …More

Negril, Jamaica

4.9 (14)

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the...

4 hours Hotel pickup offered

4.9 (14)

from
$139

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in …More

St. George's, Grenada

4.8 (14)

Grenada Private Tour Concord Falls And Mud Bath

Private listing for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want in...

5 to 6 hours Free Cancellation

4.8 (14)

from
$153

Port of Spain City Highlights Maracas Beach Package Tour

Introduce yourself to the City highlights with a visit to the largest Roundabout in the World also home to the Trinidad Carnival.The Queen's Park Savannah …More

4.9 (14)

Port of Spain City Highlights Maracas Beach Package Tour

Introduce yourself to the City highlights with a visit to the largest Roundabout in the World also home to the Trinidad Carnival.The Queen's Park Savannah...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$70

We are a family runned business. We will take you from the Montego Bat Port/ Montego Bay hotel to the beach while you get a …More

Montego Bay, Jamaica

5.0 (14)

Montego Bay Highlight Tour

We are a family runned business. We will take you from the Montego Bat Port/ Montego Bay hotel to the beach while you get a...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$47

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private …More

Anse La Raye, St Lucia

5.0 (14)

St Lucia Private Custom Tour

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private...

1 day Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

Curaçao's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir. This …More

5.0 (14)

Make Authentic Espadrilles in Curacao

Curaçao's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir. This...

2 hours Free Cancellation

5.0 (14)

from
$90

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide, …More

5.0 (14)

Full-Day Boca de Yuma Adventure

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide,...

6 to 7 hours Free Cancellation

5.0 (14)

from
$90

Reggae Roots Tour: Explore the Legacy of Bunny Lee

We provide a selection of music across all the indigenous genres of Jamaican music: mento, ska, rocksteady, reggae, dub and dancehall. All are available on …More

Kingston, Jamaica

5.0 (14)

Reggae Roots Tour: Explore the Legacy of Bunny Lee

We provide a selection of music across all the indigenous genres of Jamaican music: mento, ska, rocksteady, reggae, dub and dancehall. All are available on...

45 to 120 minutes Free Cancellation

5.0 (14)

from
$30

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well, …More

4.9 (13)

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well,...

1 hour Free Cancellation

4.9 (13)

from
$130

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile …More

Port Antonio, Jamaica

5.0 (13)

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$159

From PuntaCana: Tour in buggy double With Cenote and macao beach

Si andas buscando adrenalina y diversion te invito a que vengas con nosotros a realizar esta divertida excursion de buggys, tenemos 3 paradas en El …More

Punta Cana, Dominican Republic

4.9 (13)

From PuntaCana: Tour in buggy double With Cenote and macao beach

Si andas buscando adrenalina y diversion te invito a que vengas con nosotros a realizar esta divertida excursion de buggys, tenemos 3 paradas en El...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (13)

from
$34

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to …More

4.9 (13)

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to...

6 hours Free Cancellation

4.9 (13)

from
$75

Coral Sunset Sail with 3 Course Dinner in Aruba

Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer …More

Palm - Eagle Beach, Aruba

4.8 (13)

Coral Sunset Sail with 3 Course Dinner in Aruba

Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer...

3 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$859

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested …More

Lucea, Jamaica

4.9 (13)

Hidden Waterfalls, Bird Sanctuary & Bamboo Rafting combo package

Rockland's Bird Sanctuary is a 40 minute drive outside of the bustling tourism mecca of Montego Bay. The quaint cottage property is nestled in forested...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$290

We have excellent pickup service from and to the destination of your memorable experience, we are specialists when it comes to being on time. "we …More

Punta Cana, Dominican Republic

4.9 (13)

Tours to Saona Island

We have excellent pickup service from and to the destination of your memorable experience, we are specialists when it comes to being on time. "we...

5 hours 40 minutes Hotel pickup offered Free Cancellation

4.9 (13)

from
$121

Baby Beach & Mangel Halto Off-Road Safari

Venture off-road across sun-kissed trails in a guided 4x4 safari that reveals the island’s raw and radiant beauty. Begin your journey at the dramatic cliffs …More

Palm - Eagle Beach, Aruba

5.0 (13)

Baby Beach & Mangel Halto Off-Road Safari

Venture off-road across sun-kissed trails in a guided 4x4 safari that reveals the island’s raw and radiant beauty. Begin your journey at the dramatic cliffs...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$85

Live Steel Drums & Street Food Experience!

Experience LIVE music in Port of Spain by night! From 8.30pm we will tour you through the energetic capital of Trinidad to various “steel pan …More

4.9 (13)

Live Steel Drums & Street Food Experience!

Experience LIVE music in Port of Spain by night! From 8.30pm we will tour you through the energetic capital of Trinidad to various “steel pan...

150 to 180 minutes Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

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

Small-Group St Maarten Snorkel Cruise (3H)

Step aboard our spacious catamaran, and begin your 3-hour sightseeing and snorkel cruise! Relax as we cruise along the coast with party music playing, and …More

4.9 (13)

Small-Group St Maarten Snorkel Cruise (3H)

Step aboard our spacious catamaran, and begin your 3-hour sightseeing and snorkel cruise! Relax as we cruise along the coast with party music playing, and...

3 hours Free Cancellation

4.9 (13)

from
$109

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?