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 →

We are local guides with years of experience. We are professional, dependable and we will ensure that you know and enjoy yourself in Dominica. We …More

4.5 (4)

Northern Tour Adventure through Nature

We are local guides with years of experience. We are professional, dependable and we will ensure that you know and enjoy yourself in Dominica. We...

1 to 8 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$100

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel …More

Runaway Bay, Jamaica

4.5 (4)

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel...

6 hours Free Cancellation

4.5 (4)

from
$147

In the beautiful garden of a country cottage is a very simple and relaxing environment. Filled with birds and animals quits coming to your hands …More

Trelawny, Jamaica

4.5 (4)

Bird Sanctuary and animal farm Day Tour

In the beautiful garden of a country cottage is a very simple and relaxing environment. Filled with birds and animals quits coming to your hands...

3 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$65

Montego Bay Sightseeing, Shopping, and Bamboo Rafting

You will get to experience Jamaica authentic history, foods, culture, music. our Bamboo rafting experience comes with limestone foot massages, fresh coconut off a tree …More

Montego Bay, Jamaica

4.5 (4)

Montego Bay Sightseeing, Shopping, and Bamboo Rafting

You will get to experience Jamaica authentic history, foods, culture, music. our Bamboo rafting experience comes with limestone foot massages, fresh coconut off a tree...

5 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$106

Standard 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

Choc, St Lucia

4.5 (4)

Standard 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

4.5 (4)

from
$120

Private Catamaran with crew lunch drinks music for up to 15 pax

Gather your friends and get ready for an unforgettable day on the crystal-clear waters of Sosua Beach! This vibrant catamaran boat excursion is designed specifically …More

Cabarete, Dominican Republic

4.5 (4)

Private Catamaran with crew lunch drinks music for up to 15 pax

Gather your friends and get ready for an unforgettable day on the crystal-clear waters of Sosua Beach! This vibrant catamaran boat excursion is designed specifically...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$1,599

Experience the excitement of Jamaica with an off-road ATV adventure through the scenic countryside of Rio Nuevo Village in Spring Valley. Ride along rugged trails …More

Ocho Rios, Jamaica

4.5 (4)

ATV Adventure Ride in Ocho Rios Jamaica with Jerk Chicken Lunch

Experience the excitement of Jamaica with an off-road ATV adventure through the scenic countryside of Rio Nuevo Village in Spring Valley. Ride along rugged trails...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$164

Will give you an excellent opportunity to experience the fascinating nature of this country doing 3 excursion in one day for the best deal Experience …More

Punta Cana, Dominican Republic

4.5 (4)

Trial Pack Punta Cana

Will give you an excellent opportunity to experience the fascinating nature of this country doing 3 excursion in one day for the best deal Experience...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (4)

from
$145

j vip taxi service sxm Birthday Pick up St. Maarten

J VIP Taxi Service SXM is your premier choice for luxury transportation in St. Maarten. We provide reliable, professional, and comfortable taxi services, ensuring a …More

4.5 (4)

j vip taxi service sxm Birthday Pick up St. Maarten

J VIP Taxi Service SXM is your premier choice for luxury transportation in St. Maarten. We provide reliable, professional, and comfortable taxi services, ensuring a...

1 hour Free Cancellation

4.5 (4)

from
$189

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a …More

4.7 (3)

Waves & Wheels: 3 Hour ATV Tour + Jet Ski & Beach Experience

Spend the day experiencing the best of Sint Maarten with this all-in-one adventure and beach package. Your day kicks off at 9:00 AM with a...

3 to 4 hours Free Cancellation

4.7 (3)

from
$205

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Kingston, Jamaica

4.3 (3)

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

2 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$38

Dreamer Catamaran Cruise to Negril from Montego Bay

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets. …More

Montego Bay, Jamaica

4.3 (3)

Dreamer Catamaran Cruise to Negril from Montego Bay

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets....

7 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$224

Cultural Safari by Truck RD: Live the Adventure

Dare to live the experience of country life in the Dominican Republic in an open-air safari-style vehicle or in an air-conditioned vehicle, during this guided …More

Punta Cana, Dominican Republic

4.7 (3)

Cultural Safari by Truck RD: Live the Adventure

Dare to live the experience of country life in the Dominican Republic in an open-air safari-style vehicle or in an air-conditioned vehicle, during this guided...

8 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$75

Luminous Lagoon Night Tour from Montego Bay

Cruise on Jamaica’s bioluminescent Luminous Lagoon during this nighttime excursion. Glide around the glowing body of water with a local guide, then slip off the …More

Trelawny, Jamaica

4.7 (3)

Luminous Lagoon Night Tour from Montego Bay

Cruise on Jamaica’s bioluminescent Luminous Lagoon during this nighttime excursion. Glide around the glowing body of water with a local guide, then slip off the...

3 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$90

Tet Paul Hike & Soufriere Catamaran Experience

Experience the allure of Soufriere as you embark on a scenic cruise down the West Coast of St. Lucia. On arrival to Soufriere you will …More

Choc, St Lucia

4.3 (3)

Tet Paul Hike & Soufriere Catamaran Experience

Experience the allure of Soufriere as you embark on a scenic cruise down the West Coast of St. Lucia. On arrival to Soufriere you will...

8 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$165

Full-day Santo Domingo Tour with Roundtrip Transfer from Airport to Hotel

In this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most etravagant places of Santo …More

Santo Domingo, Dominican Republic

4.3 (3)

Full-day Santo Domingo Tour with Roundtrip Transfer from Airport to Hotel

In this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most etravagant places of Santo...

10 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$100

Soufriere to Rodney Bay Catamaran Transfer

Unlock the perfect divide between Saint Lucia’s captivating North and South by hopping on our shuttle transfer. Sea Spray Cruises takes the hassle out of …More

4.7 (3)

Soufriere to Rodney Bay Catamaran Transfer

Unlock the perfect divide between Saint Lucia’s captivating North and South by hopping on our shuttle transfer. Sea Spray Cruises takes the hassle out of...

2 hours 30 minutes Free Cancellation

4.7 (3)

from
$55

Grand Cayman Stingray City and Reef Snorkeling Combo Tour

Prepare for an unforgettable day exploring Grand Cayman! Climb aboard a comfortable cabin cruiser with a friendly captain and crew, and set sail for a …More

Grand Cayman, Cayman Islands

4.7 (3)

Grand Cayman Stingray City and Reef Snorkeling Combo Tour

Prepare for an unforgettable day exploring Grand Cayman! Climb aboard a comfortable cabin cruiser with a friendly captain and crew, and set sail for a...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$89

Dunn's River Falls and Zipline (Over the Falls) Adventure Tour from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating adventure climbing the famous …More

Ocho Rios, Jamaica

4.7 (3)

Dunn's River Falls and Zipline (Over the Falls) Adventure Tour from Ocho Rios

Plan a visit to the scenic tropical Parish of St. Ann, Jamaica where your adventure will take you on an exhilarating adventure climbing the famous...

4 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$325

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day …More

Ocho Rios, Jamaica

4.3 (3)

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day...

3 to 5 hours Free Cancellation

4.3 (3)

from
$150

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?