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 →

Partez pour un moment de détente et de découverte de la Côte Sud Caraïbe de la Martinique. Allez à la rencontre de la nature, de …More

4.0 (48)

Martinique : Anse Coralienne & Tortues

Partez pour un moment de détente et de découverte de la Côte Sud Caraïbe de la Martinique. Allez à la rencontre de la nature, de...

4 hours Free Cancellation

4.0 (48)

from
$85

Port of Spain City Tour & Central Trinidad Cultural Experience

After a brief city tour, continue with a Mini Island Tour through central Trinidad. Visit the lively **Chaguanas Market** and **Bazaar Street**, where you can …More

5.0 (2)

Port of Spain City Tour & Central Trinidad Cultural Experience

After a brief city tour, continue with a Mini Island Tour through central Trinidad. Visit the lively **Chaguanas Market** and **Bazaar Street**, where you can...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$105

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track, …More

Montego Bay, Jamaica

5.0 (18)

Negril, Seven Mile Beach, Rick's Cafe Private Day Tour

Experience paradise and see Jamaica like never before with Deano’s Jamaica Tours. Whether you’re looking to see the sights or get off the beaten track,...

6 to 12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$125

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with …More

Cruz Bay, US Virgin Islands

4.4 (33)

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with...

6 hours Hotel pickup offered Free Cancellation

4.4 (33)

from
$599

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the …More

Boscobel, Jamaica

5.0 (11)

Private Negril Day Trip From Ocho Rios

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$160

Trinidad Nature and Asa Wright Center Full-Day Tour from Port of Spain

On the way to the Asa Wright Nature Centre, a lodge and birding station with a beautiful verandah overlooking the arima valley, this tour will …More

4.9 (7)

Trinidad Nature and Asa Wright Center Full-Day Tour from Port of Spain

On the way to the Asa Wright Nature Centre, a lodge and birding station with a beautiful verandah overlooking the arima valley, this tour will...

8 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$230

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or …More

4.7 (13)

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or...

4 hours Free Cancellation

4.7 (13)

from
$500

Luminous Lagoon in Falmouth, Trelawny, Jamaica, is a natural wonder. Its bioluminescent water creates a captivating living constellation when disturbed—an enchanting display of nature's magic. …More

Runaway Bay, Jamaica

4.9 (11)

Luminous lagoon Night Tour Montego Bay

Luminous Lagoon in Falmouth, Trelawny, Jamaica, is a natural wonder. Its bioluminescent water creates a captivating living constellation when disturbed—an enchanting display of nature's magic....

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$75

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled …More

5.0 (12)

Cigar Factory Tour in Puerto Plata

Join us to experience the Tabacalera Cremo Factory Tour, a unique and unparalleled journey through the artistry of Cigar-making in Puerto Plata. Enjoy a hand-rolled...

30 minutes

5.0 (12)

from
$18

Cayman Crystal Caves & Pedro St James OR Botanic Gardens

Step into the heart of Grand Cayman’s history, culture, and natural beauty on this unforgettable experience. Explore the island’s iconic Cayman Crystal Caves along with …More

Seven Mile Beach, Cayman Islands

4.2 (17)

Cayman Crystal Caves & Pedro St James OR Botanic Gardens

Step into the heart of Grand Cayman’s history, culture, and natural beauty on this unforgettable experience. Explore the island’s iconic Cayman Crystal Caves along with...

4 hours 30 minutes Hotel pickup offered

4.2 (17)

from
$245

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning …More

5.0 (3)

East Coast Private Tour of Barbados

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$90

Jet Ski Adventure to Split Rock, Pirates Cove, Iguana Bay Cay

Experience West Harbour Bluff (also known as Split Rock or Pirate’s Cove) on this captivating island tour! This coastal setting offers several interesting features, including …More

4.5 (13)

Jet Ski Adventure to Split Rock, Pirates Cove, Iguana Bay Cay

Experience West Harbour Bluff (also known as Split Rock or Pirate’s Cove) on this captivating island tour! This coastal setting offers several interesting features, including...

2 hours Free Cancellation

4.5 (13)

from
$490

Puerto Plata CityTour Shore Excursion from Taino Bay & Amber Cove

Join Tony Tours By AMGMT for an unforgettable City Tour Shore Excursion, made especially for passengers arriving at Amber Cove and Taino Bay. Discover the …More

Cabarete, Dominican Republic

4.6 (10)

Puerto Plata CityTour Shore Excursion from Taino Bay & Amber Cove

Join Tony Tours By AMGMT for an unforgettable City Tour Shore Excursion, made especially for passengers arriving at Amber Cove and Taino Bay. Discover the...

4 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$55

Dunn's River Falls and Ocho Rios Shopping Tour from Runaway Bay

Enjoy this Ocho Rios day-trip that includes pick up at your resort lobby for a breathtaking day trip to Dunn's River Falls, Ocho Rios shopping …More

Runaway Bay, Jamaica

4.5 (10)

Dunn's River Falls and Ocho Rios Shopping Tour from Runaway Bay

Enjoy this Ocho Rios day-trip that includes pick up at your resort lobby for a breathtaking day trip to Dunn's River Falls, Ocho Rios shopping...

6 hours Free Cancellation

4.5 (10)

from
$135

Tobago Full-Day Island Tour with Local Lunch

Explore Tobago’s coastal scenery, fishing villages and historic forts in a small group of up to 10 travellers. Enjoy views from Mount Dillon above Castara, …More

5.0 (15)

Tobago Full-Day Island Tour with Local Lunch

Explore Tobago’s coastal scenery, fishing villages and historic forts in a small group of up to 10 travellers. Enjoy views from Mount Dillon above Castara,...

8 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$145

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's …More

Choc, St Lucia

5.0 (13)

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's...

2 hours Free Cancellation

5.0 (13)

from
$1,285

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the …More

Negril, Jamaica

4.9 (14)

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the...

4 hours Hotel pickup offered

4.9 (14)

from
$139

This tour is an all in one combination (Combo). It allows for a closeup view of local Culture and history, panoramic Views of breath-taking sceneries, …More

5.0 (12)

Safari Extravaganza

This tour is an all in one combination (Combo). It allows for a closeup view of local Culture and history, panoramic Views of breath-taking sceneries,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$32

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing, …More

Lucea, Jamaica

4.9 (17)

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$109

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?