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 →

Set out on an unforgettable evening of fishing and adventure! This Kayak Fishing Trip blends the thrill of bottom fishing with the peaceful beauty of …More

5.0 (2)

Aruba Kayak Fishing Tour

Set out on an unforgettable evening of fishing and adventure! This Kayak Fishing Trip blends the thrill of bottom fishing with the peaceful beauty of...

3 hours Free Cancellation

5.0 (2)

from
$200

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves, …More

Falmouth, Jamaica

5.0 (2)

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace …More

5.0 (2)

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$512

Combo : Waterfalls and Horseback Riding with Authentic Dominican Lunch

Enjoy a complete experience that combines water adventure and rural tranquility. The tour begins with a visit to natural waterfalls, where you can walk, cool …More

Puerto Plata, Dominican Republic

5.0 (2)

Combo : Waterfalls and Horseback Riding with Authentic Dominican Lunch

Enjoy a complete experience that combines water adventure and rural tranquility. The tour begins with a visit to natural waterfalls, where you can walk, cool...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$135

Combo : ATV Adventure & Cultural City Tour with Lunch

Why choose between adrenaline and culture? This unique excursion in Puerto Plata combines the thrill of driving a personal ATV vehicle through the countryside with …More

Puerto Plata, Dominican Republic

5.0 (2)

Combo : ATV Adventure & Cultural City Tour with Lunch

Why choose between adrenaline and culture? This unique excursion in Puerto Plata combines the thrill of driving a personal ATV vehicle through the countryside with...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$134

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons …More

Puerto Plata, Dominican Republic

5.0 (2)

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Combo: waterfall and ATV off road 4 wheels rom amber cove DR

Experience an unforgettable double natural adventure in Puerto Plata with your exclusive group tour. Descend the stunning Damajagua Waterfalls, a water paradise with 12 jumps …More

Puerto Plata, Dominican Republic

5.0 (2)

Combo: waterfall and ATV off road 4 wheels rom amber cove DR

Experience an unforgettable double natural adventure in Puerto Plata with your exclusive group tour. Descend the stunning Damajagua Waterfalls, a water paradise with 12 jumps...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$139

Puerto Plata: Monkey Tour, Fortress and Historic Center

Improve your product even further. Meet our highest quality standards so that your product is optimized and receives the excellence badge. Request feedback from travelers …More

Puerto Plata, Dominican Republic

5.0 (2)

Puerto Plata: Monkey Tour, Fortress and Historic Center

Improve your product even further. Meet our highest quality standards so that your product is optimized and receives the excellence badge. Request feedback from travelers...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Freeport Guided Jet Ski Tour for Two with Coastal Sightseeing

Ride the crystal waters of Freeport Bahamas on a guided Jet Ski Tour! Warm Caribbean air, open turquoise water, and high speed ocean excitement create …More

5.0 (2)

Freeport Guided Jet Ski Tour for Two with Coastal Sightseeing

Ride the crystal waters of Freeport Bahamas on a guided Jet Ski Tour! Warm Caribbean air, open turquoise water, and high speed ocean excitement create...

1 hour 30 minutes

5.0 (2)

from
$242

Discover the duality of Puerto Plata with an adventure that has everything: action and culture. Embark on an exciting buggy tour of natural landscapes, feeling …More

Puerto Plata, Dominican Republic

5.0 (2)

ATV Combo and City Tour in Puerto Plata

Discover the duality of Puerto Plata with an adventure that has everything: action and culture. Embark on an exciting buggy tour of natural landscapes, feeling...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

Combo: City Tours and Monkeys in Puerto Plata

"Hello! Imagine a day in Puerto Plata where history comes to life and nature gives you moments of pure joy. First, we will take you …More

Puerto Plata, Dominican Republic

5.0 (2)

Combo: City Tours and Monkeys in Puerto Plata

"Hello! Imagine a day in Puerto Plata where history comes to life and nature gives you moments of pure joy. First, we will take you...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Samaná Bay: Bacardi Island and Limon Waterfall

Places that are visited Samana Bay Santa Barbara of Samana El Limon Waterfall Cayo Levantado (Bacardi Island) Samaná is one of the most iconic places …More

Punta Cana, Dominican Republic

5.0 (2)

Samaná Bay: Bacardi Island and Limon Waterfall

Places that are visited Samana Bay Santa Barbara of Samana El Limon Waterfall Cayo Levantado (Bacardi Island) Samaná is one of the most iconic places...

12 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

River Rapids in Jamaica with French Tour Guide

On this tour, will discover the real Jamaican nature as you will be one with it. The tour down the River Rapids is unique in …More

Montego Bay, Jamaica

5.0 (2)

River Rapids in Jamaica with French Tour Guide

On this tour, will discover the real Jamaican nature as you will be one with it. The tour down the River Rapids is unique in...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Nine Miles and Dunn's River falls Tour from Negril Hotels

A little village nestled in the beautiful mountains of St Ann Jamaica; each year thousands of Bob Marley fans make their pilgrimage to pay their …More

Negril, Jamaica

5.0 (2)

Nine Miles and Dunn's River falls Tour from Negril Hotels

A little village nestled in the beautiful mountains of St Ann Jamaica; each year thousands of Bob Marley fans make their pilgrimage to pay their...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

St.Martin-St.Maarten: Small Group, Cultural Heritage Tour

St Maarten – St Martin has a unique and fascinating cultural heritage, our local identity. One Island, One People! Our cultural heritage is rich with …More

5.0 (1)

St.Martin-St.Maarten: Small Group, Cultural Heritage Tour

St Maarten – St Martin has a unique and fascinating cultural heritage, our local identity. One Island, One People! Our cultural heritage is rich with...

5 hours 30 minutes Free Cancellation

5.0 (1)

from
$159

Experience Aruba's stunning Southside coastline with a semi-private sunset kayak and snorkeling tour. Paddle through the protected Pos Chiquito Bay, explore the Spanish Lagoon, Halto …More

Paradera, Aruba

5.0 (1)

Sunset Kayak and Snorkeling Tour

Experience Aruba's stunning Southside coastline with a semi-private sunset kayak and snorkeling tour. Paddle through the protected Pos Chiquito Bay, explore the Spanish Lagoon, Halto...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$105

Booze Cruise Party Boat in Punta Cana (Half Day)

We invite you to join the wildest booze cruise in Punta Cana for a day of sun, fun that definitely you won't forget! We pick …More

Punta Cana, Dominican Republic

5.0 (1)

Booze Cruise Party Boat in Punta Cana (Half Day)

We invite you to join the wildest booze cruise in Punta Cana for a day of sun, fun that definitely you won't forget! We pick...

3 hours Free Cancellation

5.0 (1)

from
$79

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (1)

Dunn's River Falls and Fern Gully Highlight Adventure Tour from Kingston

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$169

Private Captain's Most Popular Snorkeling and Beach Day with Lunch

Cruising along the Caribbean coast of Dominica is as fun and picturesque as one can imagine. Visit famous spots such as Champagne Reef, Scotts Head …More

5.0 (1)

Private Captain's Most Popular Snorkeling and Beach Day with Lunch

Cruising along the Caribbean coast of Dominica is as fun and picturesque as one can imagine. Visit famous spots such as Champagne Reef, Scotts Head...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$1,200

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?