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 →

Experience one of the top things to do on Bimini's top snorkeling adventure. Four sites, four experiences with four levels of adventure. Navigate through the …More

4.8 (12)

4-Stop Snorkeling Adventures in Bimini

Experience one of the top things to do on Bimini's top snorkeling adventure. Four sites, four experiences with four levels of adventure. Navigate through the...

3 hours Free Cancellation

4.8 (12)

from
$200

Half-Day at Green Cay Bahamas Snorkeling with Turtles

Enjoy an excursion to Pearl Island for snorkeling with lovely fish. Green Cay where you can swim right up to the turtles in their natural …More

Nassau, Bahamas

5.0 (11)

Half-Day at Green Cay Bahamas Snorkeling with Turtles

Enjoy an excursion to Pearl Island for snorkeling with lovely fish. Green Cay where you can swim right up to the turtles in their natural...

4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,500

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample …More

4.8 (10)

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample...

6 hours Free Cancellation

4.8 (10)

from
$1,950

Join us on an exhilarating 3.5-hour tour that captures the true essence of “the Bahamian thing”. With 4 thrilling stops, CRUISE IN A FULLY AIR-CONDITIONED …More

Nassau, Bahamas

5.0 (10)

Touriffic Tasty Bus Tour

Join us on an exhilarating 3.5-hour tour that captures the true essence of “the Bahamian thing”. With 4 thrilling stops, CRUISE IN A FULLY AIR-CONDITIONED...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$162

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout …More

4.8 (11)

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$360

Combo El Yunque and Snorkeling Small-Group Tour from San Juan

Immerse yourself in an unforgettable adventure with our El Yunque rainforest and Puerto Rico Caribbean San Juan snorkeling combo tour! Delve into the lush wonders …More

Isla Verde, Puerto Rico

4.7 (10)

Combo El Yunque and Snorkeling Small-Group Tour from San Juan

Immerse yourself in an unforgettable adventure with our El Yunque rainforest and Puerto Rico Caribbean San Juan snorkeling combo tour! Delve into the lush wonders...

8 hours Hotel pickup offered Free Cancellation

4.7 (10)

from
$175

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards. …More

Cruz Bay, US Virgin Islands

5.0 (3)

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards....

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,000

Swimming Pigs, turtles, snorkeling rose island reef.

It's more than a tour, it’s an adventure! Discover the extraordinary! Unlike other tour companies, we redefine exploration by offering a unique 3-island journey. Start …More

Nassau, Bahamas

5.0 (12)

Swimming Pigs, turtles, snorkeling rose island reef.

It's more than a tour, it’s an adventure! Discover the extraordinary! Unlike other tour companies, we redefine exploration by offering a unique 3-island journey. Start...

4 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$215

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in …More

Great Exuma, Bahamas

5.0 (12)

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in...

4 to 8 hours Free Cancellation

5.0 (12)

from
$266

Bioluminescent Night Kayaking with Transport from San Juan 4pm

Feel the anticipation of exploring a new place, will escort you on a memorable journey to the mangrove forest of Laguna Grande where you will …More

Isla Verde, Puerto Rico

4.4 (31)

Bioluminescent Night Kayaking with Transport from San Juan 4pm

Feel the anticipation of exploring a new place, will escort you on a memorable journey to the mangrove forest of Laguna Grande where you will...

2 hours Hotel pickup offered Free Cancellation

4.4 (31)

from
$115

Half-Day: Old San Juan, Calle Cerra,Santurce, La Placita & Loíza

This tour connects you with the culture, street art, history, and flavors of — all in one unforgettable day. We begin with a drive through …More

Luquillo, Puerto Rico

5.0 (15)

Half-Day: Old San Juan, Calle Cerra,Santurce, La Placita & Loíza

This tour connects you with the culture, street art, history, and flavors of — all in one unforgettable day. We begin with a drive through...

5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$165

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private …More

Cruz Bay, US Virgin Islands

5.0 (13)

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private...

2 to 3 hours Free Cancellation

5.0 (13)

from
$1,000

Budget Trunk Bay Beach with Scenic Stops

Voted as one of the top beaches in the World. Trunk Bay offers powdery white sand, stunning scenery, and great snorkeling, and almost a mile …More

Cruz Bay, US Virgin Islands

4.3 (10)

Budget Trunk Bay Beach with Scenic Stops

Voted as one of the top beaches in the World. Trunk Bay offers powdery white sand, stunning scenery, and great snorkeling, and almost a mile...

3 to 4 hours Hotel pickup offered Free Cancellation

4.3 (10)

from
$48

Get ready for the most exciting experience of your life! Cayo Arena, whose real name is Cayo Paraiso is a coral island situated to the …More

Cabarete, Dominican Republic

4.4 (11)

Cayo Arena Day Trip from Puerto Plata

Get ready for the most exciting experience of your life! Cayo Arena, whose real name is Cayo Paraiso is a coral island situated to the...

10 hours Hotel pickup offered Free Cancellation

4.4 (11)

from
$95

Bamboo Rafting With Limestone Foot Massage

Are you ready to immerse yourself in nature's tranquility while indulging in an unforgettable adventure? Look no further than Premier Transfers and Tours for the …More

Montego Bay, Jamaica

5.0 (14)

Bamboo Rafting With Limestone Foot Massage

Are you ready to immerse yourself in nature's tranquility while indulging in an unforgettable adventure? Look no further than Premier Transfers and Tours for the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$115

Cultural Walking Tour in Marigot, Saint-Martin

Whether you're a history enthusiast, an art lover, food or simply curious about the local culture, our cultural walking tour in Marigot is a must-do …More

5.0 (4)

Cultural Walking Tour in Marigot, Saint-Martin

Whether you're a history enthusiast, an art lover, food or simply curious about the local culture, our cultural walking tour in Marigot is a must-do...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$66

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then …More

Trelawny, Jamaica

5.0 (10)

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$130

Lunch Seafari to pristine cays, shipwreck and lunch at TIKI BAR

The thee hour Jet ski excursion will allow you to visit the La famille express a general Cargo ship that run a ground in 2004, …More

4.8 (5)

Lunch Seafari to pristine cays, shipwreck and lunch at TIKI BAR

The thee hour Jet ski excursion will allow you to visit the La famille express a general Cargo ship that run a ground in 2004,...

3 hours Free Cancellation

4.8 (5)

from
$534

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar …More

Montego Bay, Jamaica

5.0 (13)

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$52

Dunns Party Catamaran, Climb and Zipline from Montego Bay

It’s time to Play in Ocho Rios! Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica …More

Montego Bay, Jamaica

4.3 (6)

Dunns Party Catamaran, Climb and Zipline from Montego Bay

It’s time to Play in Ocho Rios! Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica...

6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$169

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?