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 →

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone …More

Montego Bay, Jamaica

4.9 (8)

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$78

Dunn's River Falls and Tubing Combo Tour from Falmouth

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places …More

Falmouth, Jamaica

4.9 (7)

Dunn's River Falls and Tubing Combo Tour from Falmouth

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places...

6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$180

This is Port of Spain’s only food tour. It’s a journey into the real heartbeat of the city. We begin in the lively downtown area, …More

5.0 (9)

Best of Port of Spain Tour

This is Port of Spain’s only food tour. It’s a journey into the real heartbeat of the city. We begin in the lively downtown area,...

3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$64

Cocoa & Artisan Chocolate Route with an Historical Tour in Puerto Plata City

Experience the Cocoa production process from planting to harvesting. We invite you to enjoy through your senses one of the secrets that surround this great …More

Puerto Plata, Dominican Republic

4.4 (11)

Cocoa & Artisan Chocolate Route with an Historical Tour in Puerto Plata City

Experience the Cocoa production process from planting to harvesting. We invite you to enjoy through your senses one of the secrets that surround this great...

6 hours Hotel pickup offered Free Cancellation

4.4 (11)

from
$98

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Bamboo River Rafting with Negril Ricks Cafe Visit

Bamboo Rafting, Margaritaville & Rick’s Café – A One-of-a-Kind Jamaican Experience Get ready for a day that blends relaxation, culture, and adventure — Real Tours …More

Lucea, Jamaica

4.5 (10)

Bamboo River Rafting with Negril Ricks Cafe Visit

Bamboo Rafting, Margaritaville & Rick’s Café – A One-of-a-Kind Jamaican Experience Get ready for a day that blends relaxation, culture, and adventure — Real Tours...

6 to 7 hours Hotel pickup offered Free Cancellation

4.5 (10)

from
$165

Rockland Bird Sanctuary plus Montego Bay Highlights & Shopping Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them.( This …More

Montego Bay, Jamaica

5.0 (5)

Rockland Bird Sanctuary plus Montego Bay Highlights & Shopping Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them.( This...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$97

West side Beach Hopping & Swimming with Sea Turtles

Experience the ultimate Curaçao beach-hopping adventure! Begin at the Flamingo Sanctuary, relax on golden sands at Daaibooi Beach, swim and snorkel in turquoise waters at …More

Willemstad, Curacao

4.5 (8)

West side Beach Hopping & Swimming with Sea Turtles

Experience the ultimate Curaçao beach-hopping adventure! Begin at the Flamingo Sanctuary, relax on golden sands at Daaibooi Beach, swim and snorkel in turquoise waters at...

5 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$117

It is one of the most refreshing Tours in the area, in which you can enjoy puddles, jumps, descents, country culture and face-to-face different fruits, …More

4.8 (5)

7 Damajagua Waterfalls

It is one of the most refreshing Tours in the area, in which you can enjoy puddles, jumps, descents, country culture and face-to-face different fruits,...

4 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$90

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$45

Puerto Rico's First and Only Craft Beer Brewery Tour!

**CALLING ALL CRAFT BEER LOVERS** ABOUT: Puerto Rico is home to an emerging craft beer scene. These breweries are spread out across the island which …More

5.0 (6)

Puerto Rico's First and Only Craft Beer Brewery Tour!

**CALLING ALL CRAFT BEER LOVERS** ABOUT: Puerto Rico is home to an emerging craft beer scene. These breweries are spread out across the island which...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$150

River Tubing and Blue Hole Tour from Ocho Rios

Have a blast on this combo private tour to the blue hole and calypso tubing for a fun-filled day of activities. Come and enjoy the …More

Ocho Rios, Jamaica

5.0 (8)

River Tubing and Blue Hole Tour from Ocho Rios

Have a blast on this combo private tour to the blue hole and calypso tubing for a fun-filled day of activities. Come and enjoy the...

4 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$100

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island. …More

Montego Bay, Jamaica

5.0 (5)

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island....

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$145

Party Boat Booze Cruise - Crucero con bebidas y Fiesta en Barco

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the …More

5.0 (5)

Party Boat Booze Cruise - Crucero con bebidas y Fiesta en Barco

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$65

Dunn's River Falls Climb, Zipline and Horseback Riding Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of …More

Montego Bay, Jamaica

5.0 (6)

Dunn's River Falls Climb, Zipline and Horseback Riding Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$240

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Montego Bay, Jamaica

5.0 (5)

Ricks Cafe + Shopping

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$21

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement …More

Falmouth, Jamaica

5.0 (5)

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$399

Hidden Gems of the Central Mountains: Tropical Forest Waterfalls

Don’t go chasing waterfalls? why not?! This tour will take you to some of the most breathtaking views and waterfalls the Cordillera Central has to …More

Arecibo, Puerto Rico

5.0 (5)

Hidden Gems of the Central Mountains: Tropical Forest Waterfalls

Don’t go chasing waterfalls? why not?! This tour will take you to some of the most breathtaking views and waterfalls the Cordillera Central has to...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$286

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural …More

Santo Domingo, Dominican Republic

5.0 (4)

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural...

8 hours Hotel pickup offered

5.0 (4)

from
$449

Dunns River Falls and Blue Hole Private Tour From Montego Bay

Visit two of Jamaica's most beautiful waterfall and beach with this transfer from Montego Bay. This tour consists of scenic views of the island, cultural …More

Lucea, Jamaica

5.0 (5)

Dunns River Falls and Blue Hole Private Tour From Montego Bay

Visit two of Jamaica's most beautiful waterfall and beach with this transfer from Montego Bay. This tour consists of scenic views of the island, cultural...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$130

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?