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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Cayman Island Eastern Districts Highlights

Our adventure begins with a scenic drive along the stunning coastline and breathtaking views of the Caribbean Sea and lush tropical scenery. Relax as our …More

Seven Mile Beach, Cayman Islands

4.4 (7)

Cayman Island Eastern Districts Highlights

Our adventure begins with a scenic drive along the stunning coastline and breathtaking views of the Caribbean Sea and lush tropical scenery. Relax as our...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (7)

from
$75

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 Hotel pickup offered Free Cancellation

5.0 (1)

from
$3,200

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk …More

4.0 (2)

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk...

8 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$140

Trinidad Nature & Hummingbird Experience

• A secret garden where 13 of the world’s most iridescent beautiful and tiniest of Hummingbirds congregate. • Learn the history of the village and …More

4.8 (4)

Trinidad Nature & Hummingbird Experience

• A secret garden where 13 of the world’s most iridescent beautiful and tiniest of Hummingbirds congregate. • Learn the history of the village and...

4 hours Free Cancellation

4.8 (4)

from
$115

Explore, Create & Rejuvenate Nevis Naturally: Adventure & Renewal

You will create a unique item to remember from your choosing sugar scrub, solid perfume, plaster art or press flowers. This hands-on activity offers a …More

5.0 (3)

Explore, Create & Rejuvenate Nevis Naturally: Adventure & Renewal

You will create a unique item to remember from your choosing sugar scrub, solid perfume, plaster art or press flowers. This hands-on activity offers a...

2 hours 15 minutes Free Cancellation

5.0 (3)

from
$175

Prepare for an unforgettable journey through the heart of Aruba! Our tour invites you to explore the island’s most stunning landscapes, historical landmarks, and local …More

Palm - Eagle Beach, Aruba

5.0 (4)

The Essential Island Highlights Tour

Prepare for an unforgettable journey through the heart of Aruba! Our tour invites you to explore the island’s most stunning landscapes, historical landmarks, and local...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$79

Cabarete Caves Shore Excursion from Taino Bay & Amber Cove

El Choco National Park, recently included among the 70 protected areas in the Dominican Republic, covering an impressive 23% of the national territory. Enjoy a …More

Cabarete, Dominican Republic

4.7 (6)

Cabarete Caves Shore Excursion from Taino Bay & Amber Cove

El Choco National Park, recently included among the 70 protected areas in the Dominican Republic, covering an impressive 23% of the national territory. Enjoy a...

4 hours Free Cancellation

4.7 (6)

from
$85

Kayak Adventure Photography on the beach

We have the most luxury transparent kayak with a capacity of 2 people. And we do a special photoshoots on the clear transparent kayak for …More

Punta Cana, Dominican Republic

4.0 (8)

Kayak Adventure Photography on the beach

We have the most luxury transparent kayak with a capacity of 2 people. And we do a special photoshoots on the clear transparent kayak for...

1 to 3 hours Hotel pickup offered Free Cancellation

4.0 (8)

from
$250

Private Group Tour: Blue Hole, Dunn’s River, & ATV Experience

Experience the best of Jamaica with all entry fees included! Your private adventure includes: • ATV rides on scenic trails, offering thrilling off-road excitement amidst …More

Montego Bay, Jamaica

5.0 (3)

Private Group Tour: Blue Hole, Dunn’s River, & ATV Experience

Experience the best of Jamaica with all entry fees included! Your private adventure includes: • ATV rides on scenic trails, offering thrilling off-road excitement amidst...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$300

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will …More

Kingston, Jamaica

5.0 (3)

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$84

Grate River Rafting with Limestone Massage and Catamaran cruise

Basically this private and completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and Catamaran cruise. With a certified guide …More

Montego Bay, Jamaica

5.0 (2)

Grate River Rafting with Limestone Massage and Catamaran cruise

Basically this private and completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and Catamaran cruise. With a certified guide...

4 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$228

Multi Day tour with Catamaran and Rick's Cafe from Montego Bay

Basically, this offers you the option of booking with the same company for two separate days so day 1 we pick you up take you …More

Montego Bay, Jamaica

5.0 (1)

Multi Day tour with Catamaran and Rick's Cafe from Montego Bay

Basically, this offers you the option of booking with the same company for two separate days so day 1 we pick you up take you...

2 days Hotel pickup offered Free Cancellation

5.0 (1)

from
$285

Welcoming you for a short stay on the island, we know you’re only here for a day, and we will see to it that your …More

4.8 (4)

Cruise Excursions in St. Lucia

Welcoming you for a short stay on the island, we know you’re only here for a day, and we will see to it that your...

2 to 5 hours Free Cancellation

4.8 (4)

from
$56

The ability to visit a Jamaican resident has always been a desire of our customers upon visiting the island understanding our culture and learning about …More

Trelawny, Jamaica

5.0 (4)

Montego Bay community highlight

The ability to visit a Jamaican resident has always been a desire of our customers upon visiting the island understanding our culture and learning about...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$20

Samana Bay Whale Watching and Bacardi Island Full-Day Tour

A Once-in-a-Lifetime Adventure Awaits! Join us on a full-day excursion from Punta Cana, Bayahibe, or Miches to witness the awe-inspiring Humpback Whales in Samaná Bay …More

4.3 (9)

Samana Bay Whale Watching and Bacardi Island Full-Day Tour

A Once-in-a-Lifetime Adventure Awaits! Join us on a full-day excursion from Punta Cana, Bayahibe, or Miches to witness the awe-inspiring Humpback Whales in Samaná Bay...

8 to 9 hours Hotel pickup offered Free Cancellation

4.3 (9)

from
$149

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is …More

Ocho Rios, Jamaica

5.0 (2)

Blue hole, site seeing and shopping.

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is...

5 hours Free Cancellation

5.0 (2)

from
$175

Shore Excursion: Fort-de-France Food and Cultural Walking Tour

Discover the flavors and vibrant culture of Martinique during this gourmet walking tour through the heart of Fort-de-France. Stroll through the lively streets of the …More

4.6 (5)

Shore Excursion: Fort-de-France Food and Cultural Walking Tour

Discover the flavors and vibrant culture of Martinique during this gourmet walking tour through the heart of Fort-de-France. Stroll through the lively streets of the...

3 hours Free Cancellation

4.6 (5)

from
$71

Cano Hondo Rooms + Kayaking + Hiking + Natural Waterfall Swimming Pools

This is an adventure good for those looking to enjoy nature and an unique rainforest experience. Focused on providing a true local view of Dominican …More

5.0 (2)

Cano Hondo Rooms + Kayaking + Hiking + Natural Waterfall Swimming Pools

This is an adventure good for those looking to enjoy nature and an unique rainforest experience. Focused on providing a true local view of Dominican...

1 day 6 hours

5.0 (2)

from
$199

Los Haitises National Park Tour from Las Terrenas or Samana (Half Day Trip)

Los Haitises National Park Tour from Las Terrenas de Samana. Half Day Trip. Starting from your hotel at Las Terrenas in Samana. We will drive …More

4.1 (10)

Los Haitises National Park Tour from Las Terrenas or Samana (Half Day Trip)

Los Haitises National Park Tour from Las Terrenas de Samana. Half Day Trip. Starting from your hotel at Las Terrenas in Samana. We will drive...

6 to 7 hours

4.1 (10)

from
$59

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through …More

5.0 (3)

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$57

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?