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 →

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60 …More

Montego Bay, Jamaica

4.9 (9)

New Jet Car Activity In Montego Bay Jamaica

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60...

1 hour Hotel pickup offered Free Cancellation

4.9 (9)

from
$190

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

5.0 (9)

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

5.0 (9)

from
$769

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but …More

Montego Bay, Jamaica

5.0 (9)

Bob Marley NineMile Home Tour from Montego Bay Area & Cruise Port

There’s no better way to enjoy such a great tour and transportation like with our professional experience drivers that not only perform driving duties but...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$120

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the …More

Montego Bay, Jamaica

5.0 (9)

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$132

Private E-bike Tour in St. Lucia Northern

Exploring the island with Sunset E Bikes’ electric bikes is a unique and unforgettable experience. With our state-of-the-art e-bikes, you can cover more ground and …More

Choc, St Lucia

5.0 (9)

Private E-bike Tour in St. Lucia Northern

Exploring the island with Sunset E Bikes’ electric bikes is a unique and unforgettable experience. With our state-of-the-art e-bikes, you can cover more ground and...

2 hours 30 minutes Free Cancellation

5.0 (9)

from
$100

There are seven waterfalls, several which cascade into natural pools. Some areas are fairly rocky and river shoes are recommended. Lifeguards on site, indicate which …More

Black River, Jamaica

4.9 (9)

South Coast Jamaica YS Falls Tour

There are seven waterfalls, several which cascade into natural pools. Some areas are fairly rocky and river shoes are recommended. Lifeguards on site, indicate which...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$51

Driving through the coastal zone from Basseterre to the Southeast Peninsula you will observe the majestic mountains on either side of the Atlantic Ocean and …More

4.8 (9)

Caribbean Beach Delight

Driving through the coastal zone from Basseterre to the Southeast Peninsula you will observe the majestic mountains on either side of the Atlantic Ocean and...

3 hours Free Cancellation

4.8 (9)

from
$55

Adventurers learn the secrets of conch hunting and join the captain and crew at a secret spot on a bold underwater quest for conch. After …More

4.8 (9)

Seaside Scavenger Hunt Turks & Caicos

Adventurers learn the secrets of conch hunting and join the captain and crew at a secret spot on a bold underwater quest for conch. After...

3 hours Hotel pickup offered

4.8 (9)

from
$160

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish …More

Montego Bay, Jamaica

5.0 (9)

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$145

Rafting with Limestone Massage Lethe and free shuttle to Parties

We provide a safe, reliable, and friendly service for travelers of all ages. With Tropical Travels, you will experience the authentic side of Jamaica — …More

Lucea, Jamaica

5.0 (9)

Rafting with Limestone Massage Lethe and free shuttle to Parties

We provide a safe, reliable, and friendly service for travelers of all ages. With Tropical Travels, you will experience the authentic side of Jamaica —...

1 hour Hotel pickup offered Free Cancellation

5.0 (9)

from
$85

Negril Highlights Catamaran Cruise With Stop At Margaritaville

Test your skills with this 4 hour one-of-a-kind challenge, that begins with a wet ‘n’ wild adventure full of mouthwatering appetizers and exotic cocktails aboard …More

Negril, Jamaica

4.8 (9)

Negril Highlights Catamaran Cruise With Stop At Margaritaville

Test your skills with this 4 hour one-of-a-kind challenge, that begins with a wet ‘n’ wild adventure full of mouthwatering appetizers and exotic cocktails aboard...

4 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$140

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and …More

Cabarete, Dominican Republic

5.0 (9)

Monkey Home & Puerto Plata City Tour

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$129

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling …More

5.0 (9)

Private Full Day Cruise Tour in Rose Island with Snorkeling

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling...

6 hours Free Cancellation

5.0 (9)

from
$1,150

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river …More

Lucea, Jamaica

5.0 (9)

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$260

Go tearing through the remote farmland of northern Punta Cana on this 4-hour buggy adventure! Passing palm trees and tobacco plantations with the Oriental Mountain …More

4.8 (9)

Buggies Punta Cana Macao

Go tearing through the remote farmland of northern Punta Cana on this 4-hour buggy adventure! Passing palm trees and tobacco plantations with the Oriental Mountain...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$60

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come …More

Fajardo, Puerto Rico

5.0 (9)

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$700

At Island Surfers Jamaica Tour, we offer a wide variety of tours and excursions in and around the island at affordable rates. Its not just …More

Falmouth, Jamaica

4.9 (9)

Island Surfers Bioluminous Tour

At Island Surfers Jamaica Tour, we offer a wide variety of tours and excursions in and around the island at affordable rates. Its not just...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$82

Blue hole water falls and sightseeing tour from Ocho rios

The blue hole waterfalls is one of the most beautiful, natural, untouched falls in Jamaica and for visitors who wants to visit the best waterfalls …More

Ocho Rios, Jamaica

5.0 (9)

Blue hole water falls and sightseeing tour from Ocho rios

The blue hole waterfalls is one of the most beautiful, natural, untouched falls in Jamaica and for visitors who wants to visit the best waterfalls...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$77

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private …More

Montego Bay, Jamaica

4.8 (9)

Appleton Estate, Ys Falls and Black River Safari Private Tour

From handcrafted rum and sugarcane juice to waterfalls and wild crocodiles, experience the treasures of Jamaica’s south coast all in one day on a private...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$166

Blue Hole and Martha Brae Full-Day Tour from Montego Bay

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this 2-hour journey into the hills of Ocho Rios. En route, your knowledgeable …More

Montego Bay, Jamaica

4.9 (9)

Blue Hole and Martha Brae Full-Day Tour from Montego Bay

Your tour begins directly from your hotel. Travel in air-conditioned comfort on this 2-hour journey into the hills of Ocho Rios. En route, your knowledgeable...

7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$195

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?