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 →

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$460

Discover Fort De France Otherwise History and Culture

Our visit to Fort-de-France is a real lively and interactive immersion with a local guide at the heart of the history, culture and daily life …More

4.4 (7)

Discover Fort De France Otherwise History and Culture

Our visit to Fort-de-France is a real lively and interactive immersion with a local guide at the heart of the history, culture and daily life...

2 hours 45 minutes Free Cancellation

4.4 (7)

from
$42

Family Buggy, ATV QUAD Tours Around Macao Beach Punta Cana

Choose between a buggy for 2 or 4 people with your friends or family to explore the impressive and diverse landscapes of the Dominican Republic. …More

Punta Cana, Dominican Republic

5.0 (3)

Family Buggy, ATV QUAD Tours Around Macao Beach Punta Cana

Choose between a buggy for 2 or 4 people with your friends or family to explore the impressive and diverse landscapes of the Dominican Republic....

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$52

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Our excursion to Saona Gourmet Island differs by offering an exclusive experience, away from the crowds, and a high quality gourmet buffet, with options such …More

Punta Cana, Dominican Republic

4.7 (7)

Saône Deluxe Platinum Island

Our excursion to Saona Gourmet Island differs by offering an exclusive experience, away from the crowds, and a high quality gourmet buffet, with options such...

9 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$109

Flying Dresses on the beach, on the boat with open bar and Party

The Geant Flying Dresses are some dresses that people use to sea only in dream or other countries. So, when you plan to visit punta …More

Punta Cana, Dominican Republic

4.3 (3)

Flying Dresses on the beach, on the boat with open bar and Party

The Geant Flying Dresses are some dresses that people use to sea only in dream or other countries. So, when you plan to visit punta...

1 to 4 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$148

Montego Bay highlights A scenic sightseeing adventure

Discover Montego Bay’s history, culture, and breathtaking views. This tour blends iconic landmarks with hidden gems for an authentic Jamaican adventure. Highlights: • Sam Sharpe …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay highlights A scenic sightseeing adventure

Discover Montego Bay’s history, culture, and breathtaking views. This tour blends iconic landmarks with hidden gems for an authentic Jamaican adventure. Highlights: • Sam Sharpe...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$50

Thrilling Buggy Adventure in Paradise! Get ready to drive your own buggy through the Dominican countryside, explore hidden caves, stunning beaches, and tropical trails. Feel …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Bugguies Groups Adventure in

Thrilling Buggy Adventure in Paradise! Get ready to drive your own buggy through the Dominican countryside, explore hidden caves, stunning beaches, and tropical trails. Feel...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

North and Middle Caicos Day Trip: Cruise, discover, explore!

Experience the enchanting beauty of the Turks and Caicos Islands with our extraordinary full-day trip to North and Middle Caicos. Embark on a scenic boat …More

5.0 (3)

North and Middle Caicos Day Trip: Cruise, discover, explore!

Experience the enchanting beauty of the Turks and Caicos Islands with our extraordinary full-day trip to North and Middle Caicos. Embark on a scenic boat...

8 hours Free Cancellation

5.0 (3)

from
$399

Montego Bay Jerk Tour and Rum Punch Mixology/Food Tour

Jerk Chicken and Jerk Pork tasting and Learn the art of Rum Punch mixing. Experience a culinary journey with our jerk chicken food tour, an …More

Lucea, Jamaica

4.5 (8)

Montego Bay Jerk Tour and Rum Punch Mixology/Food Tour

Jerk Chicken and Jerk Pork tasting and Learn the art of Rum Punch mixing. Experience a culinary journey with our jerk chicken food tour, an...

3 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$50

This Panoramic Tour is a group activity that highlights St. Kitts’ rich history, vibrant culture, and natural beauty. Explore Basseterre, the island’s capital, and visit …More

4.7 (6)

Ken's Panoramic Tour

This Panoramic Tour is a group activity that highlights St. Kitts’ rich history, vibrant culture, and natural beauty. Explore Basseterre, the island’s capital, and visit...

2 hours Hotel pickup offered Free Cancellation

4.7 (6)

from
$55

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach, …More

Kingston, Jamaica

5.0 (2)

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach,...

5 hours Free Cancellation

5.0 (2)

from
$275

Adventure ATV Tour in Puerto Plata – Get Muddy, Go Wild!

Feel the rush of adventure on this high-energy ATV tour through Puerto Plata’s breathtaking countryside! Guided by local pros, you’ll blaze across rugged dirt paths, …More

Puerto Plata, Dominican Republic

5.0 (3)

Adventure ATV Tour in Puerto Plata – Get Muddy, Go Wild!

Feel the rush of adventure on this high-energy ATV tour through Puerto Plata’s breathtaking countryside! Guided by local pros, you’ll blaze across rugged dirt paths,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Dune Buggy Adventure in Puerto Plata – Mud, Rivers & Jungle Fun

Buckle Up for the Wildest Ride in Puerto Plata! Get ready to rev, splash, and roar through the Dominican countryside on this action-packed Dune Buggy …More

Puerto Plata, Dominican Republic

5.0 (3)

Dune Buggy Adventure in Puerto Plata – Mud, Rivers & Jungle Fun

Buckle Up for the Wildest Ride in Puerto Plata! Get ready to rev, splash, and roar through the Dominican countryside on this action-packed Dune Buggy...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours …More

Sainte-Luce, Martinique

5.0 (2)

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours...

6 hours Hotel pickup offered

5.0 (2)

from
$291

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey …More

Falmouth, Jamaica

5.0 (2)

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has …More

Punta Cana, Dominican Republic

5.0 (4)

Private Tour in Boco Grande Punta Cana

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,200

Oistins Fish Fry Night Tour with Hotel Pickup & Reserved Seating

Step into Barbados’ most iconic Friday-night tradition at the world-famous Oistins Fish Fry — where sizzling grills, Caribbean rhythms, and island energy take over the …More

3.3 (28)

Oistins Fish Fry Night Tour with Hotel Pickup & Reserved Seating

Step into Barbados’ most iconic Friday-night tradition at the world-famous Oistins Fish Fry — where sizzling grills, Caribbean rhythms, and island energy take over the...

4 hours Hotel pickup offered Free Cancellation

3.3 (28)

from
$70

Jenelle In Faith Transport Group Scenic Tour in Barbados

The tour is for 5 hours it includes two stops at 45 minutes each, the stops is at the Barbados Wildlife Reserve .On this tour …More

Speightstown, Barbados

5.0 (2)

Jenelle In Faith Transport Group Scenic Tour in Barbados

The tour is for 5 hours it includes two stops at 45 minutes each, the stops is at the Barbados Wildlife Reserve .On this tour...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

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?