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

Small train tour of a banana farm in Martinique

Nestled in the Lamentin countryside, in the heart of greenery as far as the eye can see, Belfort opens its doors to you. A tourist …More

4.6 (45)

Small train tour of a banana farm in Martinique

Nestled in the Lamentin countryside, in the heart of greenery as far as the eye can see, Belfort opens its doors to you. A tourist...

1 hour Free Cancellation

4.6 (45)

from
$23

Catalina Island - Snorkeling tour on a luxury catamaran

Once arriving at Catalina island at around 10am, you will be able to snorkel “the Wall”, where you’ll admire beautiful corals reef. Afterwards you will …More

La Romana, Dominican Republic

4.9 (84)

Catalina Island - Snorkeling tour on a luxury catamaran

Once arriving at Catalina island at around 10am, you will be able to snorkel “the Wall”, where you’ll admire beautiful corals reef. Afterwards you will...

8 hours Hotel pickup offered Free Cancellation

4.9 (84)

from
$149

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to …More

Willemstad, Curacao

5.0 (42)

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$135

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end …More

Willemstad, Curacao

4.9 (42)

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (42)

from
$125

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers, …More

5.0 (83)

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers,...

7 to 9 hours Free Cancellation

5.0 (83)

from
$240

Sightseeing Hop-On Hop-Off Tour in West of Puerto Rico

In this experience, we are going to visit three or four towns full of history, beautiful landscapes, and delicious food. Its coasts have witnessed our …More

Rincón, Puerto Rico

5.0 (62)

Sightseeing Hop-On Hop-Off Tour in West of Puerto Rico

In this experience, we are going to visit three or four towns full of history, beautiful landscapes, and delicious food. Its coasts have witnessed our...

5 hours Free Cancellation

5.0 (62)

from
$99

Saona Island Premium Tour with Catamaran Gourmet Lunch & Open Bar

Discover the magic of Saona Island with a first-class Caribbean experience from Punta Cana, designed for travelers seeking relaxation, fun, and unforgettable tropical moments. Explore …More

Punta Cana, Dominican Republic

4.3 (61)

Saona Island Premium Tour with Catamaran Gourmet Lunch & Open Bar

Discover the magic of Saona Island with a first-class Caribbean experience from Punta Cana, designed for travelers seeking relaxation, fun, and unforgettable tropical moments. Explore...

9 to 10 hours Hotel pickup offered Free Cancellation

4.3 (61)

from
$75

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Fajardo, Puerto Rico

5.0 (46)

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation

5.0 (46)

from
$2,000

4h Antigua Must-Do: Stingray City, Devil’s Bridge & Long Bay

Meet Antigua's famous southern stingrays, visit Devil's Bridge and relax at beautiful Long Bay Beach. WHY BOOK WITH US? ✔ Resort & cruise port pickup …More

Five Islands Village, Antigua and Barbuda

5.0 (132)

4h Antigua Must-Do: Stingray City, Devil’s Bridge & Long Bay

Meet Antigua's famous southern stingrays, visit Devil's Bridge and relax at beautiful Long Bay Beach. WHY BOOK WITH US? ✔ Resort & cruise port pickup...

4 hours 10 minutes Hotel pickup offered Free Cancellation

5.0 (132)

from
$145

Jamaican Roots Tropical Farm Tour - Taste & Explore (Negril) 3hr

Immerse yourself in a tropical fruit forest! Have you seen how your favorite fruits grow? You are invited to visit the coconut, mango, & avocado …More

Negril, Jamaica

5.0 (46)

Jamaican Roots Tropical Farm Tour - Taste & Explore (Negril) 3hr

Immerse yourself in a tropical fruit forest! Have you seen how your favorite fruits grow? You are invited to visit the coconut, mango, & avocado...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$98

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure …More

Kingston, Jamaica

4.8 (20)

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure...

6 hours Free Cancellation

4.8 (20)

from
$220

Arikok Sunrise Hiking Tour to Natural Pool + Transportation

Embark on an unforgettable journey with our Private Sunrise Hike Tour to the mesmerizing Natural Pool in Arikok National Park. As the first light of …More

Palm - Eagle Beach, Aruba

4.9 (32)

Arikok Sunrise Hiking Tour to Natural Pool + Transportation

Embark on an unforgettable journey with our Private Sunrise Hike Tour to the mesmerizing Natural Pool in Arikok National Park. As the first light of...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (32)

from
$110

Full-Day Tinajas Hiking to El Yunque Rainforest with Transport

Connect with nature and get a dose of fresh air in this 7-hour tour to Las Tinajas in Ceiba, Puerto Rico. the clear trails make …More

4.9 (64)

Full-Day Tinajas Hiking to El Yunque Rainforest with Transport

Connect with nature and get a dose of fresh air in this 7-hour tour to Las Tinajas in Ceiba, Puerto Rico. the clear trails make...

7 hours Hotel pickup offered Free Cancellation

4.9 (64)

from
$200

FANTASTIC Green Island and Sea Turtles - Half Day share boat trip

Escape the Crowds. Discover Green Island Before Everyone Else. Most visitors reach Green Island with large excursion boats. We don't. With a maximum of just …More

Five Islands Village, Antigua and Barbuda

4.9 (115)

FANTASTIC Green Island and Sea Turtles - Half Day share boat trip

Escape the Crowds. Discover Green Island Before Everyone Else. Most visitors reach Green Island with large excursion boats. We don't. With a maximum of just...

4 hours 20 minutes Hotel pickup offered Free Cancellation

4.9 (115)

from
$145

Scuba Tour for Certified Divers in San Juan - Best Facilities

Scuba Dogs is a PADI 5-Star Dive Center; the only official operator with all gear, restrooms, showers, lockers and professional staff right there at the …More

4.9 (57)

Scuba Tour for Certified Divers in San Juan - Best Facilities

Scuba Dogs is a PADI 5-Star Dive Center; the only official operator with all gear, restrooms, showers, lockers and professional staff right there at the...

2 hours 30 minutes Free Cancellation

4.9 (57)

from
$91

Ultimate Barbados Beach Day & Snorkel Cruise

Enjoy the ultimate Barbados beach day at Savvy On The Bay, located on the pristine white sands of world-famous Carlisle Bay. Your experience includes a …More

Bridgetown, Barbados

4.6 (85)

Ultimate Barbados Beach Day & Snorkel Cruise

Enjoy the ultimate Barbados beach day at Savvy On The Bay, located on the pristine white sands of world-famous Carlisle Bay. Your experience includes a...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (85)

from
$42

Blue Mountain Tour with Hotel Transportation

The Blue Mountains is the highest mountain range in Jamaica and one of the highest in the Caribbean. The elevation is 7,402 / 2,256 meters …More

Ocho Rios, Jamaica

4.9 (68)

Blue Mountain Tour with Hotel Transportation

The Blue Mountains is the highest mountain range in Jamaica and one of the highest in the Caribbean. The elevation is 7,402 / 2,256 meters...

7 hours Hotel pickup offered Free Cancellation

4.9 (68)

from
$175

Spanish Lagoon Mangrove Trail & Bird Watching

Spanish Lagoon Mangrove Tour & Bird Watching Explore the serene Spanish Lagoon, a protected wetland rich in history and wildlife. This guided tour takes you …More

Paradera, Aruba

5.0 (21)

Spanish Lagoon Mangrove Trail & Bird Watching

Spanish Lagoon Mangrove Tour & Bird Watching Explore the serene Spanish Lagoon, a protected wetland rich in history and wildlife. This guided tour takes you...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$90

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and …More

5.0 (39)

Old San Juan Tour (1 Hour) by DUHO

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and...

1 hour Free Cancellation

5.0 (39)

from
$25

St Maarten Beach hopping tour (Orient beach and Maho beach combo)

This beach hopping tour will be a mind-blowing experience as you share your time between two of our most popular beaches. Orient beach is most …More

4.6 (73)

St Maarten Beach hopping tour (Orient beach and Maho beach combo)

This beach hopping tour will be a mind-blowing experience as you share your time between two of our most popular beaches. Orient beach is most...

5 to 6 hours Free Cancellation

4.6 (73)

from
$60

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?