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 →

Private and Customize Tour from Montego Bay to Dunns River Falls

Visit Dunns River Falls with a private tour from Montego Bay. The duration of our transportation is approximately 1 hour and 30 minutes depending on …More

Montego Bay, Jamaica

5.0 (11)

Private and Customize Tour from Montego Bay to Dunns River Falls

Visit Dunns River Falls with a private tour from Montego Bay. The duration of our transportation is approximately 1 hour and 30 minutes depending on...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$90

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

This 47 foot catamaran is the luxurious way to experience Montego Bay by sea. Guests can enjoy an indoor, air-conditioned cabin with a full premium …More

5.0 (18)

4hr Private Luxury Yacht with Snorkeling, DJ, Bar, Food

This 47 foot catamaran is the luxurious way to experience Montego Bay by sea. Guests can enjoy an indoor, air-conditioned cabin with a full premium...

4 hours Free Cancellation

5.0 (18)

from
$4,300

Historic Island Tour(Historic Barbuda tour also available))

This tour is fully customizable to meet each individual's personal interest. This tour includes lunch and a beach stop at one of our beautiful white …More

Five Islands Village, Antigua and Barbuda

4.7 (33)

Historic Island Tour(Historic Barbuda tour also available))

This tour is fully customizable to meet each individual's personal interest. This tour includes lunch and a beach stop at one of our beautiful white...

3 to 4 hours Hotel pickup offered

4.7 (33)

from
$125

Private Blue Hole and River Tubing from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks …More

Kingston, Jamaica

5.0 (12)

Private Blue Hole and River Tubing from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$100

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of …More

Fajardo, Puerto Rico

5.0 (11)

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of...

3 to 5 hours Free Cancellation

5.0 (11)

from
$850

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do …More

Ocho Rios, Jamaica

4.9 (18)

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$115

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding. …More

Ocho Rios, Jamaica

4.6 (21)

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (21)

from
$175

Saona Island Day Trip From Punta Cana with Lunch and Open Bar

Take a break from the beaches of Punta Cana and spend an unforgettable day exploring Saona Island, one of the Dominican Republic’s most beautiful natural …More

Punta Cana, Dominican Republic

4.3 (44)

Saona Island Day Trip From Punta Cana with Lunch and Open Bar

Take a break from the beaches of Punta Cana and spend an unforgettable day exploring Saona Island, one of the Dominican Republic’s most beautiful natural...

9 hours Hotel pickup offered Free Cancellation

4.3 (44)

from
$78

Bamboo Rafting & Limestone Foot Massage from Montego Bay

This is a very relaxing tour, full of nature and serenity, that will leave you yearning for more, as you cruise down the magnificent “Great …More

Montego Bay, Jamaica

5.0 (12)

Bamboo Rafting & Limestone Foot Massage from Montego Bay

This is a very relaxing tour, full of nature and serenity, that will leave you yearning for more, as you cruise down the magnificent “Great...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$115

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes …More

Montego Bay, Jamaica

5.0 (10)

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$75

Experience the best of Providenciales with our captivating island tour! Discover breathtaking landscapes, iconic landmarks, and hidden gems across The Bight National Park, Grace Bay, …More

5.0 (6)

Famous East Island ATV Tour

Experience the best of Providenciales with our captivating island tour! Discover breathtaking landscapes, iconic landmarks, and hidden gems across The Bight National Park, Grace Bay,...

3 hours 30 minutes Free Cancellation

5.0 (6)

from
$325

Buggy Sunset - Full day tour with diner on the river- small group

Dominican Republic is not only beautiful beaches and blue water. Come with us to discover the background country with our Buggies. Thanks to this tour, …More

La Romana, Dominican Republic

5.0 (11)

Buggy Sunset - Full day tour with diner on the river- small group

Dominican Republic is not only beautiful beaches and blue water. Come with us to discover the background country with our Buggies. Thanks to this tour,...

7 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$154

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4 …More

Punta Cana, Dominican Republic

5.0 (16)

Cap Cana Private Family Catamaran

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4...

3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$950

Catamaran and Snorkeling Cruise At Carlisle Bay

Enjoy a luxurious catamaran cruise in Barbados and sail along the gorgeous crystalline coastline. Swim and snorkel near a shallow shipwreck teeming with brilliantly hued tropical marine …More

Saint Joseph Parish, Barbados

4.6 (32)

Catamaran and Snorkeling Cruise At Carlisle Bay

Enjoy a luxurious catamaran cruise in Barbados and sail along the gorgeous crystalline coastline. Swim and snorkel near a shallow shipwreck teeming with brilliantly hued tropical marine...

5 hours Hotel pickup offered

4.6 (32)

from
$146

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found …More

Kralendijk, Bonaire

5.0 (2)

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$325

Bamboo Rafting, Margaritaville & Sightseeing Tour In Ocho Rios

One of the most calming and relaxing experience you can have in Jamaica is rafting on the White River. Located in the parish of St …More

Ocho Rios, Jamaica

5.0 (7)

Bamboo Rafting, Margaritaville & Sightseeing Tour In Ocho Rios

One of the most calming and relaxing experience you can have in Jamaica is rafting on the White River. Located in the parish of St...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$65

Discover Pointe-à-Pitre in an original way and without polluting aboard our electric tuk-tuks, driven by our guides who will tell you the history of the …More

Grande-Terre Island, Guadeloupe

5.0 (15)

Guided tour by electric tuk-tuk

Discover Pointe-à-Pitre in an original way and without polluting aboard our electric tuk-tuks, driven by our guides who will tell you the history of the...

60 to 90 minutes Free Cancellation

5.0 (15)

from
$52

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect …More

Montego Bay, Jamaica

5.0 (10)

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$119

We are an authorized tour operator, our customer service department is in charge of guiding our excursionists from the time they book until they return …More

Puerto Plata, Dominican Republic

5.0 (13)

4-Wheel on the road

We are an authorized tour operator, our customer service department is in charge of guiding our excursionists from the time they book until they return...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$95

Guided Horseback Ride On The Beach With Pickup From Punta Cana

Booking the horseback ride in Punta Cana along the beach will give you an excellent opportunity to experience the fascinating nature of this country. Experience …More

Punta Cana, Dominican Republic

4.5 (33)

Guided Horseback Ride On The Beach With Pickup From Punta Cana

Booking the horseback ride in Punta Cana along the beach will give you an excellent opportunity to experience the fascinating nature of this country. Experience...

3 hours Hotel pickup offered Free Cancellation

4.5 (33)

from
$47

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?

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

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?