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 →

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used …More

Punta Cana, Dominican Republic

4.6 (11)

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used...

12 to 14 hours Hotel pickup offered Free Cancellation

4.6 (11)

from
$149

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

5.0 (7)

Private Morning Tour Fjord 38 Ben

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or...

4 hours Free Cancellation

5.0 (7)

from
$1,990

Montego Bay Shopping and Sightseeing Private Tour

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer. …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Shopping and Sightseeing Private Tour

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer....

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$50

All Inclusive Saône Island, Lunch + Drinks + Transportation

Live an unforgettable day in the Caribbean. From your hotel, you will travel by bus to Bayahibe, where you will board a catamaran with music …More

Punta Cana, Dominican Republic

4.7 (22)

All Inclusive Saône Island, Lunch + Drinks + Transportation

Live an unforgettable day in the Caribbean. From your hotel, you will travel by bus to Bayahibe, where you will board a catamaran with music...

6 to 8 hours Hotel pickup offered Free Cancellation

4.7 (22)

from
$71

Samana Full-Day Tour from Punta Cana: Waterfall & Bacardi Beach

Discover the natural beauty of the Samaná Peninsula on a full-day adventure from Punta Cana combining tropical landscapes, local culture, and some of the Dominican …More

Punta Cana, Dominican Republic

4.4 (22)

Samana Full-Day Tour from Punta Cana: Waterfall & Bacardi Beach

Discover the natural beauty of the Samaná Peninsula on a full-day adventure from Punta Cana combining tropical landscapes, local culture, and some of the Dominican...

10 to 11 hours Hotel pickup offered Free Cancellation

4.4 (22)

from
$115

ATV Quad Bike Extreme Adventure from Punta Cana

On this excursion you will be able to explore the beautiful surroundings of Punta Cana in a fun way on an all-terrain ATV. Cross the …More

Punta Cana, Dominican Republic

5.0 (15)

ATV Quad Bike Extreme Adventure from Punta Cana

On this excursion you will be able to explore the beautiful surroundings of Punta Cana in a fun way on an all-terrain ATV. Cross the...

3 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$55

Full-Day Cruise to Saona Island - Natural Pool and Lunch

Discover a dynamic way of getting to know Isla Saona on an excursion sailing the sea by catamaran and speedboat while enjoying the sun and …More

Punta Cana, Dominican Republic

4.2 (55)

Full-Day Cruise to Saona Island - Natural Pool and Lunch

Discover a dynamic way of getting to know Isla Saona on an excursion sailing the sea by catamaran and speedboat while enjoying the sun and...

10 hours 30 minutes Hotel pickup offered Free Cancellation

4.2 (55)

from
$75

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse, …More

Montego Bay, Jamaica

5.0 (10)

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$60

Dreamer Catamaran Cruise to Negril from Montego Bay

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets. …More

Montego Bay, Jamaica

4.3 (3)

Dreamer Catamaran Cruise to Negril from Montego Bay

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets....

7 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$224

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Montego Bay, Jamaica

4.0 (1)

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$135

The Best of Both Worlds {The Duel Tour Of St. Kitts & Nevis}

Come and experience our beautiful twin federation as we explore two different islands, one federation. St. Kitts and Nevis are sister islands but very much …More

4.6 (26)

The Best of Both Worlds {The Duel Tour Of St. Kitts & Nevis}

Come and experience our beautiful twin federation as we explore two different islands, one federation. St. Kitts and Nevis are sister islands but very much...

6 hours Free Cancellation

4.6 (26)

from
$229

Make your way along the beach and watch the sun and moon alternate and then we have a chance for a dip in the ocean …More

Puerto Plata, Dominican Republic

4.8 (15)

Sunset Horseback Riding in Puerto Plata

Make your way along the beach and watch the sun and moon alternate and then we have a chance for a dip in the ocean...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.8 (15)

from
$69

Green Grotto Caves and Dunn's River Falls Guided Tour with Admission

Escape the walls of the resort and come with us on this memorable day. Take advantage of the perfect opportunity to tour the famous Green …More

Montego Bay, Jamaica

4.8 (11)

Green Grotto Caves and Dunn's River Falls Guided Tour with Admission

Escape the walls of the resort and come with us on this memorable day. Take advantage of the perfect opportunity to tour the famous Green...

10 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$190

Visit 9 Mile Reggae Land and learn about Bob Marley and his family history while experiencing the place that inspired many of his songs. You …More

Montego Bay, Jamaica

4.5 (30)

Bob Marley 9 Mile Tour Admission

Visit 9 Mile Reggae Land and learn about Bob Marley and his family history while experiencing the place that inspired many of his songs. You...

45 to 60 minutes

4.5 (30)

from
$35

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable …More

Falmouth, Jamaica

5.0 (13)

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$185

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or …More

Trelawny, Jamaica

5.0 (10)

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$80

Blue Hole Adventurous and Relaxing River Tubing water Activities in Ocho Rios

Travellers should book this tour because this is an experience of a lifetime. After an adventurous and wonderful time at the Blue Hole travellers will …More

Runaway Bay, Jamaica

5.0 (11)

Blue Hole Adventurous and Relaxing River Tubing water Activities in Ocho Rios

Travellers should book this tour because this is an experience of a lifetime. After an adventurous and wonderful time at the Blue Hole travellers will...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (11)

from
$100

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and …More

5.0 (14)

Full Day Tour - Popular Sites Grenada, Belmont Estate, Rain Forest and More

Grenada, that island in the sun – the spicy one known and loved for its wide variety of spices like nutmeg, cloves, ginger, cinnamon, and...

4 hours Free Cancellation

5.0 (14)

from
$400

Bob Marley Nine Mile Tour from Ocho Rios

The unbelievable low prices and the high quality service makes booking this tour with SSJTOURS one of the best choices you’ll ever make. …More

Ocho Rios, Jamaica

4.6 (36)

Bob Marley Nine Mile Tour from Ocho Rios

The unbelievable low prices and the high quality service makes booking this tour with SSJTOURS one of the best choices you’ll ever make....

3 to 4 hours Hotel pickup offered Free Cancellation

4.6 (36)

from
$77

Enjoy a morning or afternoon hiking through the unspoilt rainforest of Tobago, the oldest protected rainforest in the western hemisphere having been established in 1776. …More

4.8 (11)

Rainforest Tour

Enjoy a morning or afternoon hiking through the unspoilt rainforest of Tobago, the oldest protected rainforest in the western hemisphere having been established in 1776....

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$140

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?