Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Dunn's River Falls & Blue Hole Combo Tour from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called the …More

Ocho Rios, Jamaica

5.0 (30)

Dunn's River Falls & Blue Hole Combo Tour from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called the...

6 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$135

Your off-road tour begins with hotel pickup in Punta Cana. Once you arrive at the starting point, your guide will brief you on the safety …More

Punta Cana, Dominican Republic

4.0 (4)

Buggy Route Adventure in Punta Cana

Your off-road tour begins with hotel pickup in Punta Cana. Once you arrive at the starting point, your guide will brief you on the safety...

3 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$68

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach …More

5.0 (8)

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach...

7 hours Free Cancellation

5.0 (8)

from
$1,500

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING …More

Montego Bay, Jamaica

5.0 (33)

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING...

7 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$205

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to …More

Tortola, British Virgin Islands

5.0 (5)

Ultimate Private Tour Around Tortola in British Virgin Islands

Antilles Power Boats will ensure that you have the most memorable day with us . The boat, NautiGal, is custom designed to carry up to...

7 hours Free Cancellation

5.0 (5)

from
$1,950

Exotic plants, native animals and breathtaking views of nature are all your in one tour. This is the epitome of unspoiled beauty found only in …More

4.8 (22)

Half-Day St. Kitts Rainforest Hike

Exotic plants, native animals and breathtaking views of nature are all your in one tour. This is the epitome of unspoiled beauty found only in...

4 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$71

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and …More

3.7 (6)

Private Tailor-Made Safari Tour

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and...

4 hours Hotel pickup offered Free Cancellation

3.7 (6)

from
$850

Dunn's River Falls and Blue Hole Combo Tour From Ocho Rios & Runaway Bay

For nature lovers and thrill seekers experience a perfect fun-filled combo tour of Dunn's River Falls and Blue Hole. This excursion is the ultimate adventure …More

Kingston, Jamaica

5.0 (39)

Dunn's River Falls and Blue Hole Combo Tour From Ocho Rios & Runaway Bay

For nature lovers and thrill seekers experience a perfect fun-filled combo tour of Dunn's River Falls and Blue Hole. This excursion is the ultimate adventure...

210 to 270 minutes Hotel pickup offered Free Cancellation

5.0 (39)

from
$95

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Montego Bay, Jamaica

5.0 (11)

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$75

Award yourself with a unique, quintessential retreat, offering a tropical once in a lifetime memory, taking al fresco dinning to a Caribbean Paradise! Started in …More

Grand Case, St Maarten

4.4 (9)

Luxury Private Picnic in Paradise Beach

Award yourself with a unique, quintessential retreat, offering a tropical once in a lifetime memory, taking al fresco dinning to a Caribbean Paradise! Started in...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (9)

from
$253

Immerse yourself in a memorable experience by booking our exciting island tour. You will join your guide on a journey filled with enriching history and …More

Kralendijk, Bonaire

4.4 (9)

Tour in North and South Bonaire Guided

Immerse yourself in a memorable experience by booking our exciting island tour. You will join your guide on a journey filled with enriching history and...

3 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$63

Disco Tour Bávaro Nightlife in Punta Cana

Discover the night of the tourist environment in the safest and most fun way. Our Tour Leader will guide you through the different places, ensuring …More

La Romana, Dominican Republic

5.0 (1)

Disco Tour Bávaro Nightlife in Punta Cana

Discover the night of the tourist environment in the safest and most fun way. Our Tour Leader will guide you through the different places, ensuring...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

E-Bike Historical Sunset Tour in Fort James

Enjoy an ebike tour along the western coastline of Antigua. Learn about the mangrove ecosystem as you ride right through the salt pond. Get a …More

St John's, Antigua and Barbuda

4.8 (24)

E-Bike Historical Sunset Tour in Fort James

Enjoy an ebike tour along the western coastline of Antigua. Learn about the mangrove ecosystem as you ride right through the salt pond. Get a...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.8 (24)

from
$114

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo …More

Grand Cayman, Cayman Islands

4.9 (29)

Get Anchored

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$800

Negril has an endless amount of place to see and things to do. Let us customize a tour for you so you can experience Negril. …More

Negril, Jamaica

5.0 (38)

Private Negril Highlights Tour

Negril has an endless amount of place to see and things to do. Let us customize a tour for you so you can experience Negril....

2 to 10 hours Free Cancellation

5.0 (38)

from
$25

You will ride along a gravel path through the jungle to the beach and then along the beach with the waves touching the horses’ feet. …More

Puerto Plata, Dominican Republic

4.8 (25)

Beach Horseback Riding in Puerto Plata

You will ride along a gravel path through the jungle to the beach and then along the beach with the waves touching the horses’ feet....

2 hours 15 minutes Hotel pickup offered Free Cancellation

4.8 (25)

from
$69

Saona Island Full-Day Tour with Lunch from Punta Cana

Pure relaxation awaits on this full day cruise to Saona Island from Bayahibe. Saona Island is all swaying palm trees, white soft sands and crystal …More

Puerto Plata, Dominican Republic

4.0 (41)

Saona Island Full-Day Tour with Lunch from Punta Cana

Pure relaxation awaits on this full day cruise to Saona Island from Bayahibe. Saona Island is all swaying palm trees, white soft sands and crystal...

8 hours Hotel pickup offered Free Cancellation

4.0 (41)

from
$93

Cayman Combo Tour: Stingrays, Starfish Point and Crystal Caves

Embark on an unforgettable journey through three of Grand Cayman’s natural wonders! Begin at Stingray City, where you’ll stand in crystal-clear Caribbean waters as graceful …More

Grand Cayman, Cayman Islands

4.7 (21)

Cayman Combo Tour: Stingrays, Starfish Point and Crystal Caves

Embark on an unforgettable journey through three of Grand Cayman’s natural wonders! Begin at Stingray City, where you’ll stand in crystal-clear Caribbean waters as graceful...

3 to 330 minutes Hotel pickup offered Free Cancellation

4.7 (21)

from
$109

Combo: Loiza, Cultue, Art and Bomba Dance Class on The Beach

This tour is the only tour that connects you directly with the people of Loíza, supporting the local economy and offering an authentic cultural exchange. …More

5.0 (22)

Combo: Loiza, Cultue, Art and Bomba Dance Class on The Beach

This tour is the only tour that connects you directly with the people of Loíza, supporting the local economy and offering an authentic cultural exchange....

6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$180

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle. …More

Montego Bay, Jamaica

4.9 (34)

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle....

7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$137

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?