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 →

El Yunque Off the Beaten Path Tour with Transportation

Feeling adventurous? Dare to explore a different zone of El Yunque, while enjoying in a safe and guided way, the different water activities this natural …More

4.8 (614)

El Yunque Off the Beaten Path Tour with Transportation

Feeling adventurous? Dare to explore a different zone of El Yunque, while enjoying in a safe and guided way, the different water activities this natural...

8 hours Hotel pickup offered Free Cancellation

4.8 (614)

from
$57

Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)

A Family-Business Owned Operated Company providing numerous excursions in the Cayman Islands for over two decades. We provide FREE Courtesy pick up for our Cruise …More

George Town, Cayman Islands

4.8 (1,208)

Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)

A Family-Business Owned Operated Company providing numerous excursions in the Cayman Islands for over two decades. We provide FREE Courtesy pick up for our Cruise...

3 hours 30 minutes Free Cancellation

4.8 (1,208)

from
$80

Small-Group Cruising and Snorkeling Catamaran Tour

This small-group sailing and snorkeling catamaran tour is limited to 16 guests per tour; this limited size sets this tour apart from others. With us, …More

Punta Cana, Dominican Republic

4.9 (2,563)

Small-Group Cruising and Snorkeling Catamaran Tour

This small-group sailing and snorkeling catamaran tour is limited to 16 guests per tour; this limited size sets this tour apart from others. With us,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (2,563)

from
$99

3 Islands Tour, Swim with Pigs, Turtles, Snorkelling & lunch

Embark on an all-inclusive, exhilarating island-hopping adventure with us. Discover four stunning islands in one seamless, fun-filled day. Cruise past Atlantis on Paradise Island, sight …More

4.9 (987)

3 Islands Tour, Swim with Pigs, Turtles, Snorkelling & lunch

Embark on an all-inclusive, exhilarating island-hopping adventure with us. Discover four stunning islands in one seamless, fun-filled day. Cruise past Atlantis on Paradise Island, sight...

4 hours Free Cancellation

4.9 (987)

from
$175

The Maestro's Walk: A Rum Tasting Experience

Go behind the scenes of our rum craftsmanship and into the heart of the aging process. Led by a BACARDÍ guide, this immersive experience takes …More

4.7 (1,186)

The Maestro's Walk: A Rum Tasting Experience

Go behind the scenes of our rum craftsmanship and into the heart of the aging process. Led by a BACARDÍ guide, this immersive experience takes...

1 hour 30 minutes Free Cancellation

4.7 (1,186)

from
$89

El Yunque Waterslide and Waterfall beach Tour with Food n Photos

Join us on a short, scenic drive from San Juan to El Yunque Rainforest for one of Puerto Rico’s most exciting outdoor adventures. Explore hidden …More

4.8 (1,495)

El Yunque Waterslide and Waterfall beach Tour with Food n Photos

Join us on a short, scenic drive from San Juan to El Yunque Rainforest for one of Puerto Rico’s most exciting outdoor adventures. Explore hidden...

5 hours Free Cancellation

4.8 (1,495)

from
$49

Horseback Ride Tour to Natural Pool in Arikok National Park

Get back to nature with Rancho Loco on the one and only horseback riding tour through Arikok National Park to the Natural Pool, Aruba’s most …More

Palm - Eagle Beach, Aruba

4.9 (1,250)

Horseback Ride Tour to Natural Pool in Arikok National Park

Get back to nature with Rancho Loco on the one and only horseback riding tour through Arikok National Park to the Natural Pool, Aruba’s most...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (1,250)

from
$155

UTV / ATV Guided Tour in Philipsburg (Hotel & Airbnb Guests)

Explore St. Maarten on and off the beaten track with this adrenaline-packed tour. Choose a UTV or ATV, have a safety demonstration and then set …More

4.9 (2,411)

UTV / ATV Guided Tour in Philipsburg (Hotel & Airbnb Guests)

Explore St. Maarten on and off the beaten track with this adrenaline-packed tour. Choose a UTV or ATV, have a safety demonstration and then set...

3 hours 30 minutes Free Cancellation

4.9 (2,411)

from
$120

Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm

What makes this excursion unique is that it combines several authentic Punta Cana experiences in a single half-day adventure: an exciting off-road buggy ride, a …More

4.8 (2,689)

Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm

What makes this excursion unique is that it combines several authentic Punta Cana experiences in a single half-day adventure: an exciting off-road buggy ride, a...

4 hours Hotel pickup offered Free Cancellation

4.8 (2,689)

from
$41

The Best of St Maarten Private Sightseeing Tour

Experience The Best Of St Maarten in one day with just you and your family or group! Avoid the overcrowded tours with this Exclusive Private …More

Grand Case, St Maarten

4.9 (582)

The Best of St Maarten Private Sightseeing Tour

Experience The Best Of St Maarten in one day with just you and your family or group! Avoid the overcrowded tours with this Exclusive Private...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (582)

from
$424

UTV / ATV Famous Beach Ride (for Cruise Passengers)

Our UTV/ ATV Tours are the best way to combine some of the best sights Sint Maarten has to offer, all in one memorable adventure. …More

4.9 (1,742)

UTV / ATV Famous Beach Ride (for Cruise Passengers)

Our UTV/ ATV Tours are the best way to combine some of the best sights Sint Maarten has to offer, all in one memorable adventure....

210 to 225 minutes Free Cancellation

4.9 (1,742)

from
$120

Small group ATV Adventure to Water Cave and Macao Beach

Get on your ATV and get ready to have some fun! Venture off-road and discover the Dominican countryside on this fun and exciting ATV tour. …More

4.9 (918)

Small group ATV Adventure to Water Cave and Macao Beach

Get on your ATV and get ready to have some fun! Venture off-road and discover the Dominican countryside on this fun and exciting ATV tour....

4 hours Hotel pickup offered Free Cancellation

4.9 (918)

from
$35

Barbados Turtle & Shipwreck Snorkel Adventure

Set sail with Tranquility Cruises on an unforgettable Turtle & Shipwreck Adventure along Barbados’ beautiful coastline. Departing from Carlisle Bay, this 80-minute cruise includes snorkeling …More

Speightstown, Barbados

4.8 (1,039)

Barbados Turtle & Shipwreck Snorkel Adventure

Set sail with Tranquility Cruises on an unforgettable Turtle & Shipwreck Adventure along Barbados’ beautiful coastline. Departing from Carlisle Bay, this 80-minute cruise includes snorkeling...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.8 (1,039)

from
$27

Half-Day Snorkel Sail Tour with Caribbean Lunch

Who doesn't want to spend half the day on Aruba's gorgeous turquoise waters? This 4-hour sail includes snorkel gear and visits to three snorkel spots: …More

4.8 (828)

Half-Day Snorkel Sail Tour with Caribbean Lunch

Who doesn't want to spend half the day on Aruba's gorgeous turquoise waters? This 4-hour sail includes snorkel gear and visits to three snorkel spots:...

4 hours Free Cancellation

4.8 (828)

from
$107

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line …More

Palm - Eagle Beach, Aruba

4.9 (525)

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line...

8 hours Hotel pickup offered Free Cancellation

4.9 (525)

from
$349

Stingray City and Starfish Experience with Coral Reef Snorkeling

Our exclusive tour will transport you to three of the most remarkable and unforgettable locations in the Cayman Islands. Experience the awe-inspiring beauty of Starfish …More

George Town, Cayman Islands

4.7 (1,018)

Stingray City and Starfish Experience with Coral Reef Snorkeling

Our exclusive tour will transport you to three of the most remarkable and unforgettable locations in the Cayman Islands. Experience the awe-inspiring beauty of Starfish...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (1,018)

from
$55

Guided Jeep Tour Exploring French and Dutch St Maarten

Enjoy a loop on both Dutch & French Side of Sint Maarten, while experiencing the major highlights ! This is a guided excursion at a …More

4.9 (502)

Guided Jeep Tour Exploring French and Dutch St Maarten

Enjoy a loop on both Dutch & French Side of Sint Maarten, while experiencing the major highlights ! This is a guided excursion at a...

3 hours 30 minutes Free Cancellation

4.9 (502)

from
$62

You will visit the world famous Dunn's River Falls, where you will get a chance to climb or just watch. (All Entry Fees Included). Participants …More

Kingston, Jamaica

4.8 (55)

Dunn's River Falls from Ocho Rios

You will visit the world famous Dunn's River Falls, where you will get a chance to climb or just watch. (All Entry Fees Included). Participants...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (55)

from
$44

The west side of the island is known for its nature, history and incredible beaches! Along the way, our knowledgeable tour guide will tell you …More

Willemstad, Curacao

4.8 (596)

All West Beach Hopping Tour

The west side of the island is known for its nature, history and incredible beaches! Along the way, our knowledgeable tour guide will tell you...

7 hours Hotel pickup offered Free Cancellation

4.8 (596)

from
$85

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves. …More

3.9 (17)

Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves....

80 to 100 minutes Free Cancellation

3.9 (17)

from
$8

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?