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 →

Private Full-Day at Los Haitises National Park

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los …More

Santo Domingo, Dominican Republic

5.0 (1)

Private Full-Day at Los Haitises National Park

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los...

12 hours Hotel pickup offered

5.0 (1)

from
$416

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature …More

5.0 (1)

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature...

4 hours Free Cancellation

5.0 (1)

from
$149

Icacos Island Boat Tour from Fajardo with Snorkeling and Lunch

Escape to paradise with our 4-Hour Tour to Icacos Island! Experience the pristine beauty of this tropical gem as you snorkel in turquoise waters and …More

Fajardo, Puerto Rico

5.0 (1)

Icacos Island Boat Tour from Fajardo with Snorkeling and Lunch

Escape to paradise with our 4-Hour Tour to Icacos Island! Experience the pristine beauty of this tropical gem as you snorkel in turquoise waters and...

4 hours Free Cancellation

5.0 (1)

from
$229

Catamaran Cruise, Snorkeling and Dunn's River Falls

Basically this tour offers a 3 pack combo is like no other Enjoy an on-the-water adventure on a tour from Ocho Rios on board a …More

Ocho Rios, Jamaica

5.0 (1)

Catamaran Cruise, Snorkeling and Dunn's River Falls

Basically this tour offers a 3 pack combo is like no other Enjoy an on-the-water adventure on a tour from Ocho Rios on board a...

4 hours Free Cancellation

5.0 (1)

from
$3,200

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig …More

5.0 (1)

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig...

6 hours Free Cancellation

5.0 (1)

from
$4,400

Grand Cayman Bioluminescent Bay Tour With Starfish Point

Grand Cayman’s Bioluminescent Bay glows after dark as millions of microscopic plankton light up with every movement. The shared evening boat tour starts at Starfish …More

Grand Cayman, Cayman Islands

5.0 (1)

Grand Cayman Bioluminescent Bay Tour With Starfish Point

Grand Cayman’s Bioluminescent Bay glows after dark as millions of microscopic plankton light up with every movement. The shared evening boat tour starts at Starfish...

3 hours Free Cancellation

5.0 (1)

from
$154

Combo: Adventure in Buggy and City Tours

The freedom to choose your adventure. Unlike other tours, here you can enjoy driving a robust Buggy, designed to give you maximum excitement and comfort …More

Puerto Plata, Dominican Republic

5.0 (1)

Combo: Adventure in Buggy and City Tours

The freedom to choose your adventure. Unlike other tours, here you can enjoy driving a robust Buggy, designed to give you maximum excitement and comfort...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Taste of Caribbean Culture and Rum Factory Tour

Immerse yourself in the rich flavors and vibrant culture of St. Maarten on this flavorful, multi-stop cultural journey. From sipping handcrafted tropical rums to exploring …More

Grand Case, St Maarten

5.0 (1)

Taste of Caribbean Culture and Rum Factory Tour

Immerse yourself in the rich flavors and vibrant culture of St. Maarten on this flavorful, multi-stop cultural journey. From sipping handcrafted tropical rums to exploring...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your …More

Nassau, Bahamas

5.0 (1)

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$436

The Skyline Drive Lookout and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to …More

5.0 (1)

Skyline Drive Lookout and Beach Hopping

The Skyline Drive Lookout and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

The Tour is conducted by a knowledgeable and professional guide that will explain the islands history along the way. While exiting the City of Charlotte …More

5.0 (1)

Rock City Paradise Private Excursion

The Tour is conducted by a knowledgeable and professional guide that will explain the islands history along the way. While exiting the City of Charlotte...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$510

At Trust Tours Jamaica, we offer the best cruise ship excursions in Montego Bay by combining authentic Jamaican experiences with top-notch service and safety. What …More

Negril, Jamaica

5.0 (1)

Cruise Ship Excursion in Montego Bay

At Trust Tours Jamaica, we offer the best cruise ship excursions in Montego Bay by combining authentic Jamaican experiences with top-notch service and safety. What...

3 to 11 hours Free Cancellation

5.0 (1)

from
$26

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant …More

Montego Bay, Jamaica

5.0 (1)

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$66

Leave your worries on dry land and escape to the laid-back seclusion of Jamaica’s Pelican Bar, a rustic chill spot on stilts surrounded by the …More

Montego Bay, Jamaica

5.0 (1)

Pelican Bar Private Tour

Leave your worries on dry land and escape to the laid-back seclusion of Jamaica’s Pelican Bar, a rustic chill spot on stilts surrounded by the...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$97

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is …More

Black River, Jamaica

5.0 (1)

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$133

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south …More

Montego Bay, Jamaica

5.0 (1)

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$111

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (1)

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$122

Relax as you get picked up from your resort and driven to Bibi Agua Plaza on the beach of Bavaro. You'll embark to the Malibu …More

Punta Cana, Dominican Republic

5.0 (1)

Malibu Party Boat with DJ

Relax as you get picked up from your resort and driven to Bibi Agua Plaza on the beach of Bavaro. You'll embark to the Malibu...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$5,845

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited …More

Montego Bay, Jamaica

5.0 (1)

Snorkeling Water Activity In Montego Bay Jamaica

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Ride ATV and Water Cave Tour in Punta Cana

Your half-day adventure begins with a morning, midday, or afternoon pickup from your Punta Cana hotel, when you board a vehicle to head to the …More

Punta Cana, Dominican Republic

5.0 (1)

Ride ATV and Water Cave Tour in Punta Cana

Your half-day adventure begins with a morning, midday, or afternoon pickup from your Punta Cana hotel, when you board a vehicle to head to the...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$49

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?