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

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service, …More

Fajardo, Puerto Rico

4.9 (89)

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service,...

4 hours Free Cancellation

4.9 (89)

from
$670

Hop on and Throttle up while you zip across the beautiful turquoise water to the south side of Providenciales while gazing on the Iconic landmark …More

4.7 (240)

Shipwreck Adventure in Providenciales

Hop on and Throttle up while you zip across the beautiful turquoise water to the south side of Providenciales while gazing on the Iconic landmark...

1 hour Free Cancellation

4.7 (240)

from
$215

Jamwest ATV Off-Road Adventure & Zipline Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests …More

Lucea, Jamaica

4.8 (238)

Jamwest ATV Off-Road Adventure & Zipline Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (238)

from
$169

For the young and the young at heart, feeding time at the Barbados Wildlife Reserve is an exciting experience. Join us as the sanctuary staff …More

Speightstown, Barbados

4.8 (278)

Monkey Feeding Experience

For the young and the young at heart, feeding time at the Barbados Wildlife Reserve is an exciting experience. Join us as the sanctuary staff...

4 hours Hotel pickup offered Free Cancellation

4.8 (278)

from
$77

Half-Day Aruba Sightseeing Tour & Beach in an Air-condition Bus

This 5- hour historic and culture sightseeing tour & Beach of Aruba , guided by an expert tour guide is designed for people that don't …More

4.9 (107)

Half-Day Aruba Sightseeing Tour & Beach in an Air-condition Bus

This 5- hour historic and culture sightseeing tour & Beach of Aruba , guided by an expert tour guide is designed for people that don't...

5 hours Free Cancellation

4.9 (107)

from
$55

Aruba Small-Group UTV Adventure|Private Off-Road Tour Max 4 UTVs

Explore Aruba’s rugged coastline on a small-group UTV adventure limited to just 4 UTVs per tour. Operated by a local family-owned company, this experience offers …More

Palm - Eagle Beach, Aruba

5.0 (188)

Aruba Small-Group UTV Adventure|Private Off-Road Tour Max 4 UTVs

Explore Aruba’s rugged coastline on a small-group UTV adventure limited to just 4 UTVs per tour. Operated by a local family-owned company, this experience offers...

4 hours Hotel pickup offered Free Cancellation

5.0 (188)

from
$256

Sunset & Champagne Cruise on a Classic Schooner with boat dogs

...the perfect ending to another perfect day. Sail just offshore of the coast of Grenada. Enjoy a glass of champagne, fresh Appetizers from the onboard …More

4.9 (213)

Sunset & Champagne Cruise on a Classic Schooner with boat dogs

...the perfect ending to another perfect day. Sail just offshore of the coast of Grenada. Enjoy a glass of champagne, fresh Appetizers from the onboard...

2 hours 30 minutes Free Cancellation

4.9 (213)

from
$85

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental …More

Grand Cayman, Cayman Islands

4.9 (62)

Private: Bioluminescence Tour

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental...

2 hours Free Cancellation

4.9 (62)

from
$599

Skip the tourist spots and eat where locals do on this after-dark food crawl through Trinidad’s tastiest streets. For about 3 flavorful hours, you’ll stop …More

5.0 (139)

Trinidad Nighttime Food Tour

Skip the tourist spots and eat where locals do on this after-dark food crawl through Trinidad’s tastiest streets. For about 3 flavorful hours, you’ll stop...

3 hours Hotel pickup offered Free Cancellation

5.0 (139)

from
$69

Taino Bay & amber cove 7 Damajagua Waterfall Lunch Excursion

You should do this tour until waterfall number 7, the tour start with a moderately hike where the real fun begins as you jump , …More

4.9 (238)

Taino Bay & amber cove 7 Damajagua Waterfall Lunch Excursion

You should do this tour until waterfall number 7, the tour start with a moderately hike where the real fun begins as you jump ,...

4 hours 10 minutes Free Cancellation

4.9 (238)

from
$44

Stingray City and Snorkel Tour With Lunch

This tour is the best of the best! It includes two snorkel stops (one of which will be a conch dive during conch season, Nov. …More

Seven Mile Beach, Cayman Islands

5.0 (262)

Stingray City and Snorkel Tour With Lunch

This tour is the best of the best! It includes two snorkel stops (one of which will be a conch dive during conch season, Nov....

5 hours Free Cancellation

5.0 (262)

from
$135

Whole Story Tour of San Nicolas in Aruba

Experience the hidden gems of San Nicolas on our Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and …More

5.0 (187)

Whole Story Tour of San Nicolas in Aruba

Experience the hidden gems of San Nicolas on our Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and...

2 hours Free Cancellation

5.0 (187)

from
$30

Old San Juan and San Cristobal Castle Walking Tour with Entry

This is the only walking tour in Old San Juan that includes a visit to the interior of the San Cristobal Castle. Wander through cobblestone …More

4.8 (163)

Old San Juan and San Cristobal Castle Walking Tour with Entry

This is the only walking tour in Old San Juan that includes a visit to the interior of the San Cristobal Castle. Wander through cobblestone...

2 hours 30 minutes Free Cancellation

4.8 (163)

from
$54

Island Treasures: Caves, Turtles and Turquoise Beach Break

If you’re looking for an unforgettable experience in Curacao that blends adventure, natural beauty, and a touch of relaxation, the Island Treasures tour is a …More

4.7 (353)

Island Treasures: Caves, Turtles and Turquoise Beach Break

If you’re looking for an unforgettable experience in Curacao that blends adventure, natural beauty, and a touch of relaxation, the Island Treasures tour is a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (353)

from
$85

Guided 3-Hour E-Scooter Island Tour in Aruba (1 or 2-seater)

Discover Aruba's northwest coast on a guided 3-hour electric scooter tour with a local guide. Ride from the Palm Beach area along Aruba's coastline to …More

5.0 (141)

Guided 3-Hour E-Scooter Island Tour in Aruba (1 or 2-seater)

Discover Aruba's northwest coast on a guided 3-hour electric scooter tour with a local guide. Ride from the Palm Beach area along Aruba's coastline to...

3 hours Hotel pickup offered Free Cancellation

5.0 (141)

from
$89

ATV Tour in San Juan: Double Rider, Puerto Rico

Navigate rugged countryside trails across 2,300 acres on a thrilling single-rider ATV tour in San Juan, Puerto Rico, at Hacienda Campo Rico. Share the adventure …More

4.8 (282)

ATV Tour in San Juan: Double Rider, Puerto Rico

Navigate rugged countryside trails across 2,300 acres on a thrilling single-rider ATV tour in San Juan, Puerto Rico, at Hacienda Campo Rico. Share the adventure...

2 hours Free Cancellation

4.8 (282)

from
$221

Our Harley-Davidson Island tour is the best way to explore Aruba ! Local guides show you our island and all of the beauty it has …More

Palm - Eagle Beach, Aruba

4.9 (111)

Harley-Davidson Guided Island Tours

Our Harley-Davidson Island tour is the best way to explore Aruba ! Local guides show you our island and all of the beauty it has...

4 hours Hotel pickup offered Free Cancellation

4.9 (111)

from
$220

El Yunque Hike, Waterslide & Luquillo Kiosks Food with Transport

The perfect intro to Puerto Rico! We specialize in curating an intimate experience — whether in small or larger groups — where every detail is …More

5.0 (119)

El Yunque Hike, Waterslide & Luquillo Kiosks Food with Transport

The perfect intro to Puerto Rico! We specialize in curating an intimate experience — whether in small or larger groups — where every detail is...

5 hours Free Cancellation

5.0 (119)

from
$95

Private Tour,Swim with Turtles and beachhop the westcoast

Discover the very best of Curaçao with this private tour, designed to give you a complete and unforgettable impression of the island. Visit the most …More

Willemstad, Curacao

4.9 (90)

Private Tour,Swim with Turtles and beachhop the westcoast

Discover the very best of Curaçao with this private tour, designed to give you a complete and unforgettable impression of the island. Visit the most...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$130

Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly

Join us for a 6 Hours sightseeing, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South …More

4.9 (94)

Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly

Join us for a 6 Hours sightseeing, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South...

6 hours Free Cancellation

4.9 (94)

from
$129

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?