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 →

Kennedy's Horseback riding, Blue Hole and Secret Falls from Montego Bay

This unique combo tour allow travelers to experience Horseback riding coupled with the Blue hole, secret Falls and shopping to include authentic Jamaican food. …More

Runaway Bay, Jamaica

5.0 (20)

Kennedy's Horseback riding, Blue Hole and Secret Falls from Montego Bay

This unique combo tour allow travelers to experience Horseback riding coupled with the Blue hole, secret Falls and shopping to include authentic Jamaican food....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$170

Hop on a 4-wheel-drive and get ready for an off-road adventure through the Dominican countryside. With your expert guide, splash through puddles, kick up some …More

Cabarete, Dominican Republic

4.6 (29)

Four Wheels Drive/ATV'S Tour

Hop on a 4-wheel-drive and get ready for an off-road adventure through the Dominican countryside. With your expert guide, splash through puddles, kick up some...

3 hours Hotel pickup offered Free Cancellation

4.6 (29)

from
$90

Punta Cana Buggy Adventure: Macao Beach & River Cave

Extreme adventure in Buggy! Are you ready to get dirty, speed up and discover the best of the Dominican countryside? Hop on an off-road Buggy …More

Punta Cana, Dominican Republic

4.8 (31)

Punta Cana Buggy Adventure: Macao Beach & River Cave

Extreme adventure in Buggy! Are you ready to get dirty, speed up and discover the best of the Dominican countryside? Hop on an off-road Buggy...

4 hours Hotel pickup offered Free Cancellation

4.8 (31)

from
$29

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to …More

Punta Cana, Dominican Republic

5.0 (39)

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (39)

from
$148

Montego Bay - Exclusive Airport/Cruise Port Transfer

Start your trip to Jamaica, with our exclusive, private transportation services. With years of tourism experience, we provide direct airport and cruise port transfers, plus …More

Montego Bay, Jamaica

5.0 (39)

Montego Bay - Exclusive Airport/Cruise Port Transfer

Start your trip to Jamaica, with our exclusive, private transportation services. With years of tourism experience, we provide direct airport and cruise port transfers, plus...

10 to 30 minutes Free Cancellation

5.0 (39)

from
$31

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and …More

Ocho Rios, Jamaica

5.0 (32)

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$110

Many of Grenada’s attractions are concentrated in the south of the island. Step back in time at historic Fort Frederick, with stunning views over Grand …More

5.0 (21)

Guided Tour of Grenada

Many of Grenada’s attractions are concentrated in the south of the island. Step back in time at historic Fort Frederick, with stunning views over Grand...

4 hours 30 minutes Free Cancellation

5.0 (21)

from
$126

This is an exclusive horseback riding activity on the paradise beach of Punta Cana, consists of a ride along the entire coast of the beach …More

Punta Cana, Dominican Republic

4.7 (27)

Beach Horseback Ride Tour at Punta Cana

This is an exclusive horseback riding activity on the paradise beach of Punta Cana, consists of a ride along the entire coast of the beach...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (27)

from
$55

Private Hiking Tour in British Virgin Island with the Best 360 View

Highly rewarding hike uses a bush trail that winds up Mount Alma, the 736ft hill looming over Trellis Bay and Bluff Bay on Beef Island. …More

Tortola, British Virgin Islands

5.0 (24)

Private Hiking Tour in British Virgin Island with the Best 360 View

Highly rewarding hike uses a bush trail that winds up Mount Alma, the 736ft hill looming over Trellis Bay and Bluff Bay on Beef Island....

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (24)

from
$100

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative …More

Ocho Rios, Jamaica

5.0 (22)

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative...

1 day Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

Discover the vibrant spirit of Saint Lucia with our one-of-a-kind tours, where adventure meets authentic Lucian vibes! Our expert guides are more than just knowledgeable, …More

Cap Estate, St Lucia

5.0 (26)

Saint Lucia Private North tour

Discover the vibrant spirit of Saint Lucia with our one-of-a-kind tours, where adventure meets authentic Lucian vibes! Our expert guides are more than just knowledgeable,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$130

Bayahibe Countryside Safari from La Romana

Explore Domincan Republic's countryside on this full-day tour from La Romana. Romp amid gigantic sugar cane fields and go back in time and learn about …More

La Romana, Dominican Republic

4.4 (34)

Bayahibe Countryside Safari from La Romana

Explore Domincan Republic's countryside on this full-day tour from La Romana. Romp amid gigantic sugar cane fields and go back in time and learn about...

8 hours Hotel pickup offered Free Cancellation

4.4 (34)

from
$85

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every …More

St. George's, Grenada

4.9 (37)

Half Day Private Tour of The Spice Isle

With Us You Can Expect A Professional Tour Mixed With Fun Throughout, Added With Great Customer Service Skills That Leaves Everyone Feeling Involved In Every...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$140

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the …More

Lucea, Jamaica

5.0 (37)

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$150

Half day tour: Grenada River tubing and waterfall excursion

Welcome to an unforgettable island adventure like no other! Join us on a thrilling tour of Grenada's most enchanting natural wonders, where safety meets excitement …More

St. George's, Grenada

5.0 (30)

Half day tour: Grenada River tubing and waterfall excursion

Welcome to an unforgettable island adventure like no other! Join us on a thrilling tour of Grenada's most enchanting natural wonders, where safety meets excitement...

4 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$110

Dunn's River Catamaran Cruise From Ocho Rios

Set sail on a 4 hour catamaran cruise to Dunn's River Falls and along the way enjoy drinks, music, dancing and, of course our secret-ingredient …More

Ocho Rios, Jamaica

4.8 (111)

Dunn's River Catamaran Cruise From Ocho Rios

Set sail on a 4 hour catamaran cruise to Dunn's River Falls and along the way enjoy drinks, music, dancing and, of course our secret-ingredient...

4 hours Hotel pickup offered Free Cancellation

4.8 (111)

from
$142

Punta Cana Funtastic Adventure Buggy Half Day Macao Beach

This time we bring for you a beautiful tour where you can enjoy with your family, you will know a bit of history and nature …More

Punta Cana, Dominican Republic

5.0 (26)

Punta Cana Funtastic Adventure Buggy Half Day Macao Beach

This time we bring for you a beautiful tour where you can enjoy with your family, you will know a bit of history and nature...

4 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$39

Personalized Private Tour The Paramin Hills

Our certified guide will take you to see beautiful scenery as we drive the hills of Paramin. You'd feel a sense of tranquility as the …More

4.9 (24)

Personalized Private Tour The Paramin Hills

Our certified guide will take you to see beautiful scenery as we drive the hills of Paramin. You'd feel a sense of tranquility as the...

4 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$88

Negril Beach and Rick's Café from Montego Bay

Experience the beauty and tranquility of seven miles of uninterrupted white sand beach, savor the sun, and throw off all inhibitions. The Experience starts with …More

Lucea, Jamaica

4.9 (26)

Negril Beach and Rick's Café from Montego Bay

Experience the beauty and tranquility of seven miles of uninterrupted white sand beach, savor the sun, and throw off all inhibitions. The Experience starts with...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$59

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this …More

4.9 (24)

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$800

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?