Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Dunn's River Falls and Blue Hole Private Tour From Ocho Rios

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as …More

Kingston, Jamaica

5.0 (1)

Dunn's River Falls and Blue Hole Private Tour From Ocho Rios

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$115

Blue Hole Secret Falls and Dunn’s River Falls Private Tour

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Secret Falls and Dunn’s River Falls Private Tour

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Dunn's River Falls plus Luminous Lagoon (Glistening Water)Private Tour

This is a unique tour which inclusive of entry fee for both tours. A tour that move at easy pace and is not rushed. You …More

Montego Bay, Jamaica

5.0 (1)

Dunn's River Falls plus Luminous Lagoon (Glistening Water)Private Tour

This is a unique tour which inclusive of entry fee for both tours. A tour that move at easy pace and is not rushed. You...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$121

Blue Hole or Dunns River and Luminous Lagoon from Montego Bay

Take a road trip from Montego Bay to Ocho Rios and spend the afternoon climbing, swimming, diving and splashing at Dunns River Falls or Blue …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole or Dunns River and Luminous Lagoon from Montego Bay

Take a road trip from Montego Bay to Ocho Rios and spend the afternoon climbing, swimming, diving and splashing at Dunns River Falls or Blue...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$116

Montego Bay Highlights Private Tour with Bamboo River Rafting

During this amazing 5 to 6 hours Montego Bay Highlights tour, you will see all the most popular sights and experience the best parts of …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Highlights Private Tour with Bamboo River Rafting

During this amazing 5 to 6 hours Montego Bay Highlights tour, you will see all the most popular sights and experience the best parts of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$121

YS Falls & Appleton Rum Estate Combo from Montego Bay

This combination experience includes the beautiful YS Falls which boast a magnificent seven-tiered cascading waterfall and Appleton Estate Rum Tour which gives visitors an inside …More

Montego Bay, Jamaica

5.0 (1)

YS Falls & Appleton Rum Estate Combo from Montego Bay

This combination experience includes the beautiful YS Falls which boast a magnificent seven-tiered cascading waterfall and Appleton Estate Rum Tour which gives visitors an inside...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$116

Beach Horseback Riding and River Tubing Family Adventure from Montego Bay

Experience some of Jamaica’s most enriching experiences and create lasting memories together. The fun and excitement of whitewater rafting with your family, while creating wonderful …More

Montego Bay, Jamaica

5.0 (1)

Beach Horseback Riding and River Tubing Family Adventure from Montego Bay

Experience some of Jamaica’s most enriching experiences and create lasting memories together. The fun and excitement of whitewater rafting with your family, while creating wonderful...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$215

Full-Day Blue Hole Private Tour from Montego Bay with Zipline

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A scenic ride in a fully Air Conditioned …More

Montego Bay, Jamaica

5.0 (1)

Full-Day Blue Hole Private Tour from Montego Bay with Zipline

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A scenic ride in a fully Air Conditioned...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$252

Private Blue Hole Secret Falls & River Tubing with Transportation

Enjoy a half Fun-Day of Jungle river tubing & Blue hole Secrets Falls tour on the famous white river in the scenic Ocho Rios here …More

Lucea, Jamaica

5.0 (1)

Private Blue Hole Secret Falls & River Tubing with Transportation

Enjoy a half Fun-Day of Jungle river tubing & Blue hole Secrets Falls tour on the famous white river in the scenic Ocho Rios here...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$176

Blue Hole and Martha Brae Tour from Ocho Rios

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this half hour journey into the hills of Ocho Rios. En route, your …More

Kingston, Jamaica

5.0 (1)

Blue Hole and Martha Brae Tour from Ocho Rios

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this half hour journey into the hills of Ocho Rios. En route, your...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$209

Tour Highlights 1. A two-level resort with two gorgeous swimming pools 2. Scale the accessible Paradise Peak: a perfect photo opportunity 3. Foosball tables, billiards, …More

Punta Cana, Dominican Republic

5.0 (1)

Paradise Peak

Tour Highlights 1. A two-level resort with two gorgeous swimming pools 2. Scale the accessible Paradise Peak: a perfect photo opportunity 3. Foosball tables, billiards,...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Half-Day Horseback Riding Tour in El Limón

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

5.0 (1)

Half-Day Horseback Riding Tour in El Limón

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 hours Free Cancellation

5.0 (1)

from
$70

Parasailing Jet Ski and Shopping at Montego Bay with Transport

Experience the exhilaration of soaring above Montego Bay's pristine coastline with parasailing, where panoramic views of the azure waters await. Feel the rush of the …More

Montego Bay, Jamaica

5.0 (1)

Parasailing Jet Ski and Shopping at Montego Bay with Transport

Experience the exhilaration of soaring above Montego Bay's pristine coastline with parasailing, where panoramic views of the azure waters await. Feel the rush of the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$285

Half-Day Cultural Tour City of Puerto Plata for Cruise Ships

Save hours researching the best things to do in Puerto Plata and take this featured tour instead. Start the day with a convenient pickup, and …More

5.0 (1)

Half-Day Cultural Tour City of Puerto Plata for Cruise Ships

Save hours researching the best things to do in Puerto Plata and take this featured tour instead. Start the day with a convenient pickup, and...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

Half-Day Saona Island from La Romana Special for Cruisers

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) …More

5.0 (1)

Half-Day Saona Island from La Romana Special for Cruisers

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve)...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Full Day Humpback Whale Watching Tour in Samana from Uvero Alto

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe …More

Samaná, Dominican Republic

5.0 (1)

Full Day Humpback Whale Watching Tour in Samana from Uvero Alto

Embark on a 5-in-1 adventure that will take your breath away! Enjoy the impressive view of Samaná Bay and witness a unique whale show. Observe...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Private Bamboo Rafting on the Great River from Montego Bay

Embark on a serene journey aboard a meticulously crafted 30-foot bamboo raft, gliding gracefully down Jamaica's enchanting Great River. Under the skillful guidance of your …More

Montego Bay, Jamaica

5.0 (1)

Private Bamboo Rafting on the Great River from Montego Bay

Embark on a serene journey aboard a meticulously crafted 30-foot bamboo raft, gliding gracefully down Jamaica's enchanting Great River. Under the skillful guidance of your...

45 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$25

The story behind the place is that the original “bird trainer” moved to this remote area in the hills of Jamaica in the early 1900's, …More

Negril, Jamaica

5.0 (1)

Rock-land Hummingbird Sanctuary

The story behind the place is that the original “bird trainer” moved to this remote area in the hills of Jamaica in the early 1900's,...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$36

The traveler drives his own vehicle passing through different types of places with dirt road but with all the security measures visiting river and beach …More

Punta Cana, Dominican Republic

5.0 (1)

ATV Runners

The traveler drives his own vehicle passing through different types of places with dirt road but with all the security measures visiting river and beach...

4 hours 10 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$69

We are the best! You will have the time of your life. Join us for an exciting adventure, touring the Emerald Isle's finest ocean views. …More

5.0 (1)

Chez Mango Villa Private Jet Ski Tours

We are the best! You will have the time of your life. Join us for an exciting adventure, touring the Emerald Isle's finest ocean views....

1 hour 30 minutes

5.0 (1)

from
$150

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?