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 →

Puerto Plata City Tour: History, Culture & Hidden Gems

Discover the beauty, history, and vibrant culture of Puerto Plata on an exciting 5-hour city tour! Explore colorful streets, colonial architecture, and iconic landmarks, including …More

Puerto Plata, Dominican Republic

3.7 (3)

Puerto Plata City Tour: History, Culture & Hidden Gems

Discover the beauty, history, and vibrant culture of Puerto Plata on an exciting 5-hour city tour! Explore colorful streets, colonial architecture, and iconic landmarks, including...

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Catamaran Tour in Bavaro, Punta Cana – Snorkeling Experience

Explore the beauty of the Punta Cana coastline during our exclusive Bavaro Catamaran Tour. Enjoy the sounds of the Caribbean, relax, and feel the ocean …More

Punta Cana, Dominican Republic

3.7 (3)

Catamaran Tour in Bavaro, Punta Cana – Snorkeling Experience

Explore the beauty of the Punta Cana coastline during our exclusive Bavaro Catamaran Tour. Enjoy the sounds of the Caribbean, relax, and feel the ocean...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$125

Bamboo Rafting, ATV and Ricks Café - Transportation not included

Packaged deal which includes: Bamboo Rafting, ATV, and the famous Rick's Cafe. Bamboo Rafting: Go rafting down the Lethe river and get a foot massage …More

Montego Bay, Jamaica

3.7 (3)

Bamboo Rafting, ATV and Ricks Café - Transportation not included

Packaged deal which includes: Bamboo Rafting, ATV, and the famous Rick's Cafe. Bamboo Rafting: Go rafting down the Lethe river and get a foot massage...

7 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$225

We invite you to see the stunning landscapes of Dominican Republic as you make your way to Samana via bus and boat. You'll also stop …More

Punta Cana, Dominican Republic

3.7 (3)

Samana and Miches BALLENAS

We invite you to see the stunning landscapes of Dominican Republic as you make your way to Samana via bus and boat. You'll also stop...

7 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$140

Punta Cana Jungle Safari & Authentic Dominican Culture with Lunch

This includes a horseback riding tour, where you''ll explore our culture. Then we'll enter the jungle to our plantation, there you'll learn to make chocolate …More

Punta Cana, Dominican Republic

3.7 (3)

Punta Cana Jungle Safari & Authentic Dominican Culture with Lunch

This includes a horseback riding tour, where you''ll explore our culture. Then we'll enter the jungle to our plantation, there you'll learn to make chocolate...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$130

Punta Cana Horseback Riding at Macao Beach & River

Experience horseback riding through three different landscapes in Punta Cana: Macao Beach, a peaceful river and the surrounding tropical forest. Ride along the beautiful shores …More

Punta Cana, Dominican Republic

3.7 (3)

Punta Cana Horseback Riding at Macao Beach & River

Experience horseback riding through three different landscapes in Punta Cana: Macao Beach, a peaceful river and the surrounding tropical forest. Ride along the beautiful shores...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$45

AquaVenture Day Pass at Bay Gardens Beach Resort & Spa

Soak up nothing but fun and sun with a day pass at the Bay Gardens Beach Resort & Spa in Saint Lucia. After lounging on …More

Cap Estate, St Lucia

3.3 (3)

AquaVenture Day Pass at Bay Gardens Beach Resort & Spa

Soak up nothing but fun and sun with a day pass at the Bay Gardens Beach Resort & Spa in Saint Lucia. After lounging on...

8 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$130

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

3.7 (3)

Appleton Estate Rum Private Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

5 to 8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$108

Montego Bay Catamaran Cruise and Snorkeling Tour from Falmouth

Board a luxury catamaran and cruise along the Montego Bay coastline for a day of ultimate fun. Snorkel in the clear Caribbean Sea and enjoy …More

Falmouth, Jamaica

3.3 (3)

Montego Bay Catamaran Cruise and Snorkeling Tour from Falmouth

Board a luxury catamaran and cruise along the Montego Bay coastline for a day of ultimate fun. Snorkel in the clear Caribbean Sea and enjoy...

5 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$324

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural …More

3.7 (3)

South Caribbean Tour in Martinique

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$207

Greenwood Great House Tour from Montego Bay and Grand Palladium

This tour takes you to tour the magnificent Greenwood Great House which was completed in the year 1800. …More

Lucea, Jamaica

3.7 (3)

Greenwood Great House Tour from Montego Bay and Grand Palladium

This tour takes you to tour the magnificent Greenwood Great House which was completed in the year 1800....

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$115

Punta Cana Buggy or ATV Adventure to Macao Beach and Taino Cave

Embark on an unforgettable adventure with our Punta Cana Buggy Tour that stands out for its thrilling blend of excitement and natural beauty. What sets …More

Punta Cana, Dominican Republic

3.3 (3)

Punta Cana Buggy or ATV Adventure to Macao Beach and Taino Cave

Embark on an unforgettable adventure with our Punta Cana Buggy Tour that stands out for its thrilling blend of excitement and natural beauty. What sets...

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$35

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true. …More

Punta Cana, Dominican Republic

3.7 (3)

Full day - Saona Island from punta cana

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true....

8 hours 30 minutes Free Cancellation

3.7 (3)

from
$75

"Off the beaten path" Rain Forest Guided hike with Transportation

El Yunque Rainforest, the only tropical rain forest in the United States National Forest System and a must-stop for all visitors of Puerto Rico! During …More

3.7 (3)

"Off the beaten path" Rain Forest Guided hike with Transportation

El Yunque Rainforest, the only tropical rain forest in the United States National Forest System and a must-stop for all visitors of Puerto Rico! During...

6 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$95

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the …More

Trelawny, Jamaica

3.7 (3)

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the...

4 to 5 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$72

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized …More

3.7 (3)

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized...

2 to 6 hours Free Cancellation

3.7 (3)

from
$48

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are …More

Ocho Rios, Jamaica

3.7 (3)

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Join our guide to explore some of Tobago's beautiful, postcard-like beaches as part of our Beaches of Tobago Excursion. The excursion can include anywhere from …More

Speyside, Trinidad and Tobago

3.7 (3)

Englishman's Bay Day Trip with Lunch

Join our guide to explore some of Tobago's beautiful, postcard-like beaches as part of our Beaches of Tobago Excursion. The excursion can include anywhere from...

5 to 6 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$185

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you …More

St. George's, Grenada

3.7 (3)

Spice Island Taxi Tour

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$135

Punta Cana Buggy Adventure to Macao Beach with Taino Cave Swim

Discover the ultimate half-day adventure in Punta Cana that goes beyond just driving a buggy! Explore the wild off-road trails and scenic dunes of Macao, …More

Punta Cana, Dominican Republic

3.3 (3)

Punta Cana Buggy Adventure to Macao Beach with Taino Cave Swim

Discover the ultimate half-day adventure in Punta Cana that goes beyond just driving a buggy! Explore the wild off-road trails and scenic dunes of Macao,...

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?