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 →

Zip Line Adventure from Punta Cana (Half Day)

Visit one of the largest Zip Line circuits in the Caribbean, installed by one of the most experienced builders in Costa Rica and certified by …More

Punta Cana, Dominican Republic

4.0 (1)

Zip Line Adventure from Punta Cana (Half Day)

Visit one of the largest Zip Line circuits in the Caribbean, installed by one of the most experienced builders in Costa Rica and certified by...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$99

Puerto Plata: Waterfalls of Damajagua (SAFARI HALF DAY)

In the municipality of Imbert, we will discover the world-famous “Damajagua Waterfalls”. With the necessary equipment for the adventure, we walk through the Dominican rainforest, …More

Puerto Plata, Dominican Republic

4.0 (1)

Puerto Plata: Waterfalls of Damajagua (SAFARI HALF DAY)

In the municipality of Imbert, we will discover the world-famous “Damajagua Waterfalls”. With the necessary equipment for the adventure, we walk through the Dominican rainforest,...

4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$69

Dip in Laguna Azul (DuDu) from Puerto Plata & Playa Grande

Nature-loving travelers who want to experience the best of the Dominican Republic will enjoy this small-group tour to Blue Dudu Lagoon. The natural cenote surrounded …More

Puerto Plata, Dominican Republic

4.0 (1)

Dip in Laguna Azul (DuDu) from Puerto Plata & Playa Grande

Nature-loving travelers who want to experience the best of the Dominican Republic will enjoy this small-group tour to Blue Dudu Lagoon. The natural cenote surrounded...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$100

Dunn's River Falls and Shopping Tour from Montego Bay

The world-renowned Dunn’s River Falls. Beautiful cascading waterfalls. A truly outstanding treasure offering 600 feet of climbing pleasure for thousands of visitors and locals every …More

Runaway Bay, Jamaica

4.0 (1)

Dunn's River Falls and Shopping Tour from Montego Bay

The world-renowned Dunn’s River Falls. Beautiful cascading waterfalls. A truly outstanding treasure offering 600 feet of climbing pleasure for thousands of visitors and locals every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$120

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican …More

Trelawny, Jamaica

4.0 (1)

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican...

7 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$315

Private Round Trip Transfer to Dunns River Climb and Zipline over the Falls!

This exciting adventure begins at the base of the world-famous Dunn’s River Falls, where you will have the opportunity to climb the 600-foot natural cascading …More

Ocho Rios, Jamaica

4.0 (1)

Private Round Trip Transfer to Dunns River Climb and Zipline over the Falls!

This exciting adventure begins at the base of the world-famous Dunn’s River Falls, where you will have the opportunity to climb the 600-foot natural cascading...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$20

Private Exploring Tour in Green Grotto Caves and Rafting on the Martha Brae

Combine 2 activities in 1 day which includes entry fee and rafting fee. This is Martha Brae River Rafting and Green Grotto Caves. This is …More

Montego Bay, Jamaica

4.0 (1)

Private Exploring Tour in Green Grotto Caves and Rafting on the Martha Brae

Combine 2 activities in 1 day which includes entry fee and rafting fee. This is Martha Brae River Rafting and Green Grotto Caves. This is...

5 to 6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$145

4 IN 1 Private & Customize Day Trip To Negril Including Entry Fee

Two off the beaten path places, including Fort Charlotte and Calico Jack Pirate Bar. Two popular places, which are a must see in Jamaica, including …More

Montego Bay, Jamaica

4.0 (1)

4 IN 1 Private & Customize Day Trip To Negril Including Entry Fee

Two off the beaten path places, including Fort Charlotte and Calico Jack Pirate Bar. Two popular places, which are a must see in Jamaica, including...

7 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$80

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls, …More

Ocho Rios, Jamaica

4.0 (1)

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$100

Adventure in Samaná : El Limón Waterfall

Live an authentic adventure along the eastern coastal plain of the Dominican Republic. Ride to the impressive El Limón Waterfall enjoying the beautiful landscapes and …More

La Romana, Dominican Republic

4.0 (1)

Adventure in Samaná : El Limón Waterfall

Live an authentic adventure along the eastern coastal plain of the Dominican Republic. Ride to the impressive El Limón Waterfall enjoying the beautiful landscapes and...

9 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$300

Dunns River Falls Private Hiking Tour from Ocho Rios

The experience of the Dunn's River Falls is a must. You will be hiking a mountain as the cool spring water flows towards you as …More

Ocho Rios, Jamaica

4.0 (1)

Dunns River Falls Private Hiking Tour from Ocho Rios

The experience of the Dunn's River Falls is a must. You will be hiking a mountain as the cool spring water flows towards you as...

2 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$75

Santo Domingo A Full-Day Tour with Lunch from Punta Cana

This tour offers a one-of-a-kind experience by seamlessly blending history, culture, and natural beauty in Santo Domingo. Delve into the rich heritage of the New …More

Punta Cana, Dominican Republic

4.0 (1)

Santo Domingo A Full-Day Tour with Lunch from Punta Cana

This tour offers a one-of-a-kind experience by seamlessly blending history, culture, and natural beauty in Santo Domingo. Delve into the rich heritage of the New...

9 hours 40 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$75

Historical and Panoramic Tour along Caribbean Coast and in Tropical Forest

A well-documented tour of the primarily settled spots of the island An acute vision of coastal towns and villages Inclusive of sea, rural and urban …More

4.0 (1)

Historical and Panoramic Tour along Caribbean Coast and in Tropical Forest

A well-documented tour of the primarily settled spots of the island An acute vision of coastal towns and villages Inclusive of sea, rural and urban...

6 hours

4.0 (1)

from
$229

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's …More

Fajardo, Puerto Rico

4.0 (1)

Half Day Adventure Private Tour in El Yunque Rainforest

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's...

5 hours Hotel pickup offered

4.0 (1)

from
$222

Cayman Combo Tour Stingray City, Starfish Point & Reef Snorkeling

Get ready for an unforgettable Caribbean adventure through three of Grand Cayman’s most iconic marine experiences! Set out by boat to discover Stingray City, Starfish …More

Grand Cayman, Cayman Islands

4.0 (1)

Cayman Combo Tour Stingray City, Starfish Point & Reef Snorkeling

Get ready for an unforgettable Caribbean adventure through three of Grand Cayman’s most iconic marine experiences! Set out by boat to discover Stingray City, Starfish...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$119

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico …More

4.0 (1)

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico...

7 hours Hotel pickup offered

4.0 (1)

from
$206

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay. …More

Montego Bay, Jamaica

4.0 (1)

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay....

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$190

Would you like to bring home a keepsake to remember your vacation in Punta Cana? If so, look no further than our outing to Punta …More

Punta Cana, Dominican Republic

4.0 (1)

Punta Cana Shopping tour

Would you like to bring home a keepsake to remember your vacation in Punta Cana? If so, look no further than our outing to Punta...

1 to 2 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$15

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been …More

Lucea, Jamaica

4.0 (1)

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$155

Shore Excursion Small Group Damajagua Falls with Rum Punch

Make the most of your port day with this thrilling eco-adventure to the Damajagua Waterfalls, a hidden gem of the Dominican Republic. Hike, slide, and …More

4.0 (1)

Shore Excursion Small Group Damajagua Falls with Rum Punch

Make the most of your port day with this thrilling eco-adventure to the Damajagua Waterfalls, a hidden gem of the Dominican Republic. Hike, slide, and...

4 hours Free Cancellation

4.0 (1)

from
$129

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?