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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Discover the beauty, culture, and history of St. Lucia on a scenic journey from Castries to Soufrière and the iconic Pitons. Travel along the picturesque …More

Marigot Bay, St Lucia

4.5 (147)

St Lucia Castries to Pitons Tour

Discover the beauty, culture, and history of St. Lucia on a scenic journey from Castries to Soufrière and the iconic Pitons. Travel along the picturesque...

5 hours Hotel pickup offered Free Cancellation

4.5 (147)

from
$85

East End Private Day Trip Experience Tour

What sets my tour apart from the others is that I create my itineraries based on my clients interests and desires of what they would …More

Freeport, Bahamas

4.5 (29)

East End Private Day Trip Experience Tour

What sets my tour apart from the others is that I create my itineraries based on my clients interests and desires of what they would...

4 to 7 hours Hotel pickup offered Free Cancellation

4.5 (29)

from
$230

The Parguera Los Cayos & Sandbars Water Bike Tour

Los Cayos Day Adventure in La Parguera, Puerto Rico Discover one of Puerto Rico's natural treasures on this relaxing experience. Enjoy a guided 20-minute pedal …More

Rincón, Puerto Rico

5.0 (92)

The Parguera Los Cayos & Sandbars Water Bike Tour

Los Cayos Day Adventure in La Parguera, Puerto Rico Discover one of Puerto Rico's natural treasures on this relaxing experience. Enjoy a guided 20-minute pedal...

2 hours Free Cancellation

5.0 (92)

from
$85

Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. The start to a perfect evening is always the sunset. Board your luxury power catamaran and lounge in one of the many …More

5.0 (83)

Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. The start to a perfect evening is always the sunset. Board your luxury power catamaran and lounge in one of the many...

2 hours Free Cancellation

5.0 (83)

from
$119

Epic Guided Adventure in El Yunque National Rainforest & Beach

Explore the real El Yunque National Forest with certified guides recognized by the National Park Service! On this full-day guided adventure from San Juan, you’ll …More

4.4 (418)

Epic Guided Adventure in El Yunque National Rainforest & Beach

Explore the real El Yunque National Forest with certified guides recognized by the National Park Service! On this full-day guided adventure from San Juan, you’ll...

7 hours Hotel pickup offered Free Cancellation

4.4 (418)

from
$69

Book Your Private Two and a Half Hour Island Tour today!

Your tour on ST. JOHN, UNITED STATES VIRGIN ISLANDS is conducted by a native St. Johnian who have spent if not their entire lives, the …More

5.0 (364)

Book Your Private Two and a Half Hour Island Tour today!

Your tour on ST. JOHN, UNITED STATES VIRGIN ISLANDS is conducted by a native St. Johnian who have spent if not their entire lives, the...

2 hours 30 minutes Free Cancellation

5.0 (364)

from
$56

Private El Yunque Half-Day Tour with Transport

Discover El Yunque the boutique way. Our private rainforest tour is designed for travelers who want an authentic, safe, and intimate experience. While many tours …More

Luquillo, Puerto Rico

5.0 (152)

Private El Yunque Half-Day Tour with Transport

Discover El Yunque the boutique way. Our private rainforest tour is designed for travelers who want an authentic, safe, and intimate experience. While many tours...

5 hours Hotel pickup offered Free Cancellation

5.0 (152)

from
$125

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming …More

5.0 (398)

Private Jeep Tour National Park

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming...

6 hours Hotel pickup offered Free Cancellation

5.0 (398)

from
$135

Damajagua Waterfalls Adrenalin Adventure Amber Cove-Taino Bay

The Best Damajagua Waterfalls Shore Excursion and Party from outside the main gates of the Amber Cove port in Puerto Plata awaits! Your REAL adventure …More

4.9 (396)

Damajagua Waterfalls Adrenalin Adventure Amber Cove-Taino Bay

The Best Damajagua Waterfalls Shore Excursion and Party from outside the main gates of the Amber Cove port in Puerto Plata awaits! Your REAL adventure...

4 hours Free Cancellation

4.9 (396)

from
$79

Explore Puerto Plata's Best & Cable Car - Shore Excursion

Explore Puerto Plata's top attractions including the Caribbean's only cable car during this shore excursion for cruise ship passengers calling to Port Amber Cove and …More

4.7 (122)

Explore Puerto Plata's Best & Cable Car - Shore Excursion

Explore Puerto Plata's top attractions including the Caribbean's only cable car during this shore excursion for cruise ship passengers calling to Port Amber Cove and...

4 to 5 hours Free Cancellation

4.7 (122)

from
$89

Private Afternoon Tour Catamaran 44 Big Ben

Discover the best of the Turks & Caicos Islands aboard this catamaran combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

4.9 (8)

Private Afternoon Tour Catamaran 44 Big Ben

Discover the best of the Turks & Caicos Islands aboard this catamaran combining luxury and comfort. Ideal to enjoy a day with friends, family or...

4 hours Free Cancellation

4.9 (8)

from
$2,990

Get ready for the most exciting and coolest tour on Curaçao! For 2.5 hours you will drive a UTV side by side and explore the …More

4.7 (178)

2-Hour Buggy Adventure Tour in Curacao

Get ready for the most exciting and coolest tour on Curaçao! For 2.5 hours you will drive a UTV side by side and explore the...

2 hours 30 minutes Free Cancellation

4.7 (178)

from
$186

Icacos Island Half Day Power Catamaran Snorkel & Open Bar

Our activity stands out for its unique blend of adventure and luxury. Unlike typical excursions, we offer an all-inclusive experience, featuring a diverse range of …More

Fajardo, Puerto Rico

4.9 (262)

Icacos Island Half Day Power Catamaran Snorkel & Open Bar

Our activity stands out for its unique blend of adventure and luxury. Unlike typical excursions, we offer an all-inclusive experience, featuring a diverse range of...

4 hours Free Cancellation

4.9 (262)

from
$135

Half-Day Grenada River Tubing -Grand Etang & Annandale Falls

Travelers will have the option to see other attractions rather that just do river tubing. The attraction sites are easily accessible along the way. …More

St. George's, Grenada

4.9 (176)

Half-Day Grenada River Tubing -Grand Etang & Annandale Falls

Travelers will have the option to see other attractions rather that just do river tubing. The attraction sites are easily accessible along the way....

5 hours Hotel pickup offered Free Cancellation

4.9 (176)

from
$95

Discovery by boat of the Mangrove and its lagoon in 7 Stages including 4 Swimming

Nature lovers, you will take full eyes. It will be an unforgettable experience with a nature enthusiast who will be happy to share with you …More

Basse-Terre Island, Guadeloupe

5.0 (611)

Discovery by boat of the Mangrove and its lagoon in 7 Stages including 4 Swimming

Nature lovers, you will take full eyes. It will be an unforgettable experience with a nature enthusiast who will be happy to share with you...

4 to 5 hours

5.0 (611)

from
$72

All In One Island Tour of St. Martin | St. Maarten

The Best ALL IN ONE Package Tour of St. Martin. Fun and informative. Our guides know all the right places to take you. Experience this …More

Grand Case, St Maarten

4.8 (213)

All In One Island Tour of St. Martin | St. Maarten

The Best ALL IN ONE Package Tour of St. Martin. Fun and informative. Our guides know all the right places to take you. Experience this...

5 hours Hotel pickup offered Free Cancellation

4.8 (213)

from
$65

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Just north of St. Maarten, the stunning island of Anguilla awaits — famous for its powder-soft white sand, turquoise waters, and laid-back Caribbean charm. Please …More

4.9 (471)

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Just north of St. Maarten, the stunning island of Anguilla awaits — famous for its powder-soft white sand, turquoise waters, and laid-back Caribbean charm. Please...

7 hours Free Cancellation

4.9 (471)

from
$169

Fully flexible Private Saint Lucia Soufriere Tour (Land)

Get ready for the ultimate island adventure where you call the shots! Forget rigid itineraries and cookie-cutter tours, this is pure, unfiltered fun, shaped entirely …More

Soufriere, St Lucia

4.8 (99)

Fully flexible Private Saint Lucia Soufriere Tour (Land)

Get ready for the ultimate island adventure where you call the shots! Forget rigid itineraries and cookie-cutter tours, this is pure, unfiltered fun, shaped entirely...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (99)

from
$130

Join our captivating tour in one of our comfortable air conditioned busses. Start at downtown Punda's iconic Emma floating bridge, immerse in historic charm as …More

Willemstad, Curacao

4.7 (226)

Curaçao City and Beach Tour

Join our captivating tour in one of our comfortable air conditioned busses. Start at downtown Punda's iconic Emma floating bridge, immerse in historic charm as...

4 hours Hotel pickup offered Free Cancellation

4.7 (226)

from
$39

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City - …More

Grand Cayman, Cayman Islands

4.9 (196)

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City -...

2 to 6 hours Free Cancellation

4.9 (196)

from
$499

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?