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 →

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

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel …More

Runaway Bay, Jamaica

4.5 (4)

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel...

6 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$147

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and …More

Trelawny, Jamaica

4.0 (5)

#1 Martha brea bamboo rafting

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$95

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from …More

Montego Bay, Jamaica

4.0 (6)

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$92

Montaña Redonda & Horseback Riding 2-in-1 Tour from Punta Cana

Discover two unforgettable adventures in one private tour – Montaña Redonda & Horseback Riding! This experience combines breathtaking mountain views with the tranquility of a …More

Punta Cana, Dominican Republic

4.7 (3)

Montaña Redonda & Horseback Riding 2-in-1 Tour from Punta Cana

Discover two unforgettable adventures in one private tour – Montaña Redonda & Horseback Riding! This experience combines breathtaking mountain views with the tranquility of a...

4 to 6 hours Hotel pickup offered

4.7 (3)

from
$250

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

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to …More

Punta Cana, Dominican Republic

4.1 (7)

Platinum Buggy Adventure

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to...

4 to 5 hours Hotel pickup offered Free Cancellation

4.1 (7)

from
$65

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

María and Miguel stop - Half day tour to El Limón waterfall with lunch included

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

4.5 (2)

María and Miguel stop - Half day tour to El Limón waterfall with lunch included

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...

3 hours Free Cancellation

4.5 (2)

from
$70

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 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

Negril Beach Experience & Rick's Cafe from Negril

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven …More

Negril, Jamaica

3.3 (3)

Negril Beach Experience & Rick's Cafe from Negril

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven...

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$50

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Montego Bay, Jamaica

4.0 (1)

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$92

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

Private Jet Ski and Parasailing Tour from Montego Bay

If you’re in Jamaica and you love to do water activity and want to have a day full of fun and adventure, this activity will …More

Montego Bay, Jamaica

5.0 (1)

Private Jet Ski and Parasailing Tour from Montego Bay

If you’re in Jamaica and you love to do water activity and want to have a day full of fun and adventure, this activity will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Live incredible moments with family or friends on the four wheels of this family buggy. (Maximum 4 people) Because the moments shared are the best! …More

Punta Cana, Dominican Republic

5.0 (1)

Family Buggy - Suzuka Tours Punta Cana

Live incredible moments with family or friends on the four wheels of this family buggy. (Maximum 4 people) Because the moments shared are the best!...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

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?