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 →

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to …More

Vieux Fort, St Lucia

5.0 (1)

Bon Voyage - St. Lucia Tour

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Luminous Lagoon Small Group Tour from Montego Bay

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder, it is a phosphorescent lagoon where guests are taken on a beautiful …More

Montego Bay, Jamaica

3.8 (5)

Luminous Lagoon Small Group Tour from Montego Bay

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder, it is a phosphorescent lagoon where guests are taken on a beautiful...

45 minutes Hotel pickup offered Free Cancellation

3.8 (5)

from
$250

Our Ecotour begins with a tour in electric golf carts departing from the ranch to the fruit orchard. At the first stop we will visit …More

Punta Cana, Dominican Republic

4.2 (6)

Golf Cart Eco Tour Half Day Tour

Our Ecotour begins with a tour in electric golf carts departing from the ranch to the fruit orchard. At the first stop we will visit...

3 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$90

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides. …More

Willemstad, Curacao

4.7 (3)

Curaçao Highlights & Beach

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides....

4 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$65

Higüey Countryside, Basilica and Macao Beach Private Tour

Discover the vibrant culture and natural beauty of Higüey on this half-day private cultural tour. Start with a horseback ride through picturesque landscapes and a …More

Punta Cana, Dominican Republic

5.0 (1)

Higüey Countryside, Basilica and Macao Beach Private Tour

Discover the vibrant culture and natural beauty of Higüey on this half-day private cultural tour. Start with a horseback ride through picturesque landscapes and a...

6 to 7 hours Hotel pickup offered

5.0 (1)

from
$180

Falmouth Shore Excursion: Negril in One Day Sightseeing Tour

This Negril day trip is the perfect tour for your Falmouth shore excursion! Visit Jimmy Buffet's Margaritaville plus the world-famous Rick's Cafe. …More

Trelawny, Jamaica

5.0 (1)

Falmouth Shore Excursion: Negril in One Day Sightseeing Tour

This Negril day trip is the perfect tour for your Falmouth shore excursion! Visit Jimmy Buffet's Margaritaville plus the world-famous Rick's Cafe....

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$53

Ocho Rios to Kingston Sightseeing Day-Trip

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a full day visiting important sites …More

Ocho Rios, Jamaica

5.0 (1)

Ocho Rios to Kingston Sightseeing Day-Trip

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a full day visiting important sites...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Puerto Plata : Dominican Day Life + Waterfalls of Damajagua (SAFARI FULL DAY)

Duration : 8 hours • we visit a typical patio of our country houses full of domestic birds. • we make a stop to appreciate …More

Puerto Plata, Dominican Republic

5.0 (1)

Puerto Plata : Dominican Day Life + Waterfalls of Damajagua (SAFARI FULL DAY)

Duration : 8 hours • we visit a typical patio of our country houses full of domestic birds. • we make a stop to appreciate...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$79

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to …More

Montego Bay, Jamaica

5.0 (1)

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$219

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and …More

Negril, Jamaica

5.0 (1)

Private Catamaran Negril Jamaica Sail -Open Bar

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and...

3 hours Hotel pickup offered

5.0 (1)

from
$2,900

Stingray City & Two Reef Snorkeling Adventure in Grand Cayman

Experience three of Grand Cayman’s signature marine adventures in one incredible morning on the water. Meet the famous southern stingrays in the shallow, crystal-clear waters …More

Grand Cayman, Cayman Islands

5.0 (1)

Stingray City & Two Reef Snorkeling Adventure in Grand Cayman

Experience three of Grand Cayman’s signature marine adventures in one incredible morning on the water. Meet the famous southern stingrays in the shallow, crystal-clear waters...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$119

Whenever we get a call that a turtle has been spotted you'll be the first to know! We pick you up and take you for …More

4.7 (3)

Turtle Watching

Whenever we get a call that a turtle has been spotted you'll be the first to know! We pick you up and take you for...

3 to 30 minutes Hotel pickup offered

4.7 (3)

from
$80

We will pick up at your hotel until Holy Sunday and we will head towards the eastern part of the city to begin our tour …More

5.0 (1)

Santo Domingo city.

We will pick up at your hotel until Holy Sunday and we will head towards the eastern part of the city to begin our tour...

12 hours Free Cancellation

5.0 (1)

from
$87

Punta Cana Guided Tour with Tastings and Macao Beach

Experience Punta Cana like never before with our unique tour that combines culture, local flavors, and stunning landscapes. Explore vibrant markets, enjoy authentic Dominican cuisine, …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Guided Tour with Tastings and Macao Beach

Experience Punta Cana like never before with our unique tour that combines culture, local flavors, and stunning landscapes. Explore vibrant markets, enjoy authentic Dominican cuisine,...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

Punta Cana Zipline Buggies Horseback Riding and Hotel Pickup

What makes our tour truly special is the perfect blend of exhilarating adventures, cultural experiences, and breathtaking scenery, all led by our friendly and expert …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Zipline Buggies Horseback Riding and Hotel Pickup

What makes our tour truly special is the perfect blend of exhilarating adventures, cultural experiences, and breathtaking scenery, all led by our friendly and expert...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s …More

Montego Bay, Jamaica

5.0 (1)

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s...

5 to 6 hours Free Cancellation

5.0 (1)

from
$150

Extreme Buggy From Punta Cana With Transportation Included

Live an EXTREME experience in boogies! Excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable half-day adventure, …More

Punta Cana, Dominican Republic

4.7 (3)

Extreme Buggy From Punta Cana With Transportation Included

Live an EXTREME experience in boogies! Excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable half-day adventure,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$39

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like …More

Trelawny, Jamaica

5.0 (1)

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

VIP Adventure Buggy: Small Group Tour of Bayahibe

Escape the crowded resorts and discover the real Dominican Republic. Our small-group tour takes you off-road through sugar cane fields and local villages where the …More

La Romana, Dominican Republic

4.0 (5)

VIP Adventure Buggy: Small Group Tour of Bayahibe

Escape the crowded resorts and discover the real Dominican Republic. Our small-group tour takes you off-road through sugar cane fields and local villages where the...

4 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$45

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's …More

Kingston, Jamaica

5.0 (1)

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$263

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?