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 →

Greenwood Great House Tour from Montego Bay and Grand Palladium

This tour takes you to tour the magnificent Greenwood Great House which was completed in the year 1800. …More

Lucea, Jamaica

3.7 (3)

Greenwood Great House Tour from Montego Bay and Grand Palladium

This tour takes you to tour the magnificent Greenwood Great House which was completed in the year 1800....

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$115

Cayman Combo Tour Stingray City, Starfish Point & Reef Snorkeling

Get ready for an unforgettable Caribbean adventure through three of Grand Cayman’s most iconic marine experiences! Set out by boat to discover Stingray City, Starfish …More

Grand Cayman, Cayman Islands

4.0 (1)

Cayman Combo Tour Stingray City, Starfish Point & Reef Snorkeling

Get ready for an unforgettable Caribbean adventure through three of Grand Cayman’s most iconic marine experiences! Set out by boat to discover Stingray City, Starfish...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$119

Night Tour of Rose Hall Haunted Mansion plus Luminous Lagoon

A fascinating experience awaits you as you as you enter the world of the White Witch plus a tour of the magical Luminous Lagoon as …More

Lucea, Jamaica

4.0 (1)

Night Tour of Rose Hall Haunted Mansion plus Luminous Lagoon

A fascinating experience awaits you as you as you enter the world of the White Witch plus a tour of the magical Luminous Lagoon as...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$185

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico …More

4.0 (1)

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico...

7 hours Hotel pickup offered

4.0 (1)

from
$206

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay. …More

Montego Bay, Jamaica

4.0 (1)

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay....

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$190

Punta Cana Buggy or ATV Adventure to Macao Beach and Taino Cave

Embark on an unforgettable adventure with our Punta Cana Buggy Tour that stands out for its thrilling blend of excitement and natural beauty. What sets …More

Punta Cana, Dominican Republic

3.3 (3)

Punta Cana Buggy or ATV Adventure to Macao Beach and Taino Cave

Embark on an unforgettable adventure with our Punta Cana Buggy Tour that stands out for its thrilling blend of excitement and natural beauty. What sets...

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$35

Enjoy a relaxed evening at Bamboo Beach Club with dinner by the sea, reggae music, and a casual atmosphere as the sun goes down. Small …More

Montego Bay, Jamaica

3.5 (2)

Sunset Dinner at Bamboo Beach Club

Enjoy a relaxed evening at Bamboo Beach Club with dinner by the sea, reggae music, and a casual atmosphere as the sun goes down. Small...

4 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$99

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true. …More

Punta Cana, Dominican Republic

3.7 (3)

Full day - Saona Island from punta cana

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true....

8 hours 30 minutes Free Cancellation

3.7 (3)

from
$75

Would you like to bring home a keepsake to remember your vacation in Punta Cana? If so, look no further than our outing to Punta …More

Punta Cana, Dominican Republic

4.0 (1)

Punta Cana Shopping tour

Would you like to bring home a keepsake to remember your vacation in Punta Cana? If so, look no further than our outing to Punta...

1 to 2 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$15

"Off the beaten path" Rain Forest Guided hike with Transportation

El Yunque Rainforest, the only tropical rain forest in the United States National Forest System and a must-stop for all visitors of Puerto Rico! During …More

3.7 (3)

"Off the beaten path" Rain Forest Guided hike with Transportation

El Yunque Rainforest, the only tropical rain forest in the United States National Forest System and a must-stop for all visitors of Puerto Rico! During...

6 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$95

Santo Domingo Discovery City Tour from Punta Cana

Join us in a tour across the first city of Las Americas, visiting some of the main places of the city, such as the Museum …More

Punta Cana, Dominican Republic

4.0 (1)

Santo Domingo Discovery City Tour from Punta Cana

Join us in a tour across the first city of Las Americas, visiting some of the main places of the city, such as the Museum...

12 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$110

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the …More

Trelawny, Jamaica

3.7 (3)

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the...

4 to 5 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$72

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized …More

3.7 (3)

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized...

2 to 6 hours Free Cancellation

3.7 (3)

from
$48

Guests are driven safely in air conditioned, clean and sanitized vehicles, to one of the most beautiful beach on the island. Tour can be done …More

3.5 (2)

Scenic City Tour and Beach Escape

Guests are driven safely in air conditioned, clean and sanitized vehicles, to one of the most beautiful beach on the island. Tour can be done...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.5 (2)

from
$40

The pressure to find the perfect souvenir can be challenging however we have created an experience where you're able to see all the city has …More

Montego Bay, Jamaica

3.5 (2)

Montego Bay Shopping Tour

The pressure to find the perfect souvenir can be challenging however we have created an experience where you're able to see all the city has...

3 to 4 hours Hotel pickup offered

3.5 (2)

from
$60

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been …More

Lucea, Jamaica

4.0 (1)

Private Half-Day Montego Bay Tour with River Rafting and Juici Patty

Our one of a kind bamboo river rafting experience is one to write home about. Just imagine sitting on a bamboo raft that is been...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$155

Grenada Private Transfer: Clarke's Court Rum Distillery & Tasting

Tucked in the sun-drenched south of Grenada, Clarke's Court Rum Distillery is one of the island's most beloved landmarks — cherished by locals and sought …More

3.5 (2)

Grenada Private Transfer: Clarke's Court Rum Distillery & Tasting

Tucked in the sun-drenched south of Grenada, Clarke's Court Rum Distillery is one of the island's most beloved landmarks — cherished by locals and sought...

1 hour 10 minutes Hotel pickup offered Free Cancellation

3.5 (2)

from
$80

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are …More

Ocho Rios, Jamaica

3.7 (3)

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Shore Excursion Small Group Damajagua Falls with Rum Punch

Make the most of your port day with this thrilling eco-adventure to the Damajagua Waterfalls, a hidden gem of the Dominican Republic. Hike, slide, and …More

4.0 (1)

Shore Excursion Small Group Damajagua Falls with Rum Punch

Make the most of your port day with this thrilling eco-adventure to the Damajagua Waterfalls, a hidden gem of the Dominican Republic. Hike, slide, and...

4 hours Free Cancellation

4.0 (1)

from
$129

Enjoy meeting the city of Puerto Plata, with our qualified staff that speack french, english, german, russian, italian. This is by far the best way …More

3.7 (3)

Amber cove Shore Excursion Puerto Plata

Enjoy meeting the city of Puerto Plata, with our qualified staff that speack french, english, german, russian, italian. This is by far the best way...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$83

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?