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 →

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day …More

Ocho Rios, Jamaica

4.3 (3)

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day...

3 to 5 hours Free Cancellation

4.3 (3)

from
$150

Grenada's Ryde the Vibes E-Bike Experience

Discover Grenada like never before where adventure meets effortless exploration! Our guided e-bike experiences take you off the beaten path, weaving through breathtaking coastal routes, …More

St. George's, Grenada

4.6 (9)

Grenada's Ryde the Vibes E-Bike Experience

Discover Grenada like never before where adventure meets effortless exploration! Our guided e-bike experiences take you off the beaten path, weaving through breathtaking coastal routes,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (9)

from
$95

Iberostar Rose Hall Beach with Unlimited Food and Drinks

There is no better way to spend your day in port than to enjoy this amazing resort for the day. With return transfers unlimited food …More

Trelawny, Jamaica

4.5 (8)

Iberostar Rose Hall Beach with Unlimited Food and Drinks

There is no better way to spend your day in port than to enjoy this amazing resort for the day. With return transfers unlimited food...

7 hours Free Cancellation

4.5 (8)

from
$212

2x1: Monkeys Land Plus Drive a Dune Buggy in Puerto Plata

visit to a local home visit. The next 45 minutes are spent in a guided tour of Monkey jungle where you will interact in proximity …More

Puerto Plata, Dominican Republic

5.0 (3)

2x1: Monkeys Land Plus Drive a Dune Buggy in Puerto Plata

visit to a local home visit. The next 45 minutes are spent in a guided tour of Monkey jungle where you will interact in proximity...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$199

Private Luminous Lagoon Tour from Montego Bay

Let's take a night tour from Montego Bay to Falmouth Trelawny, there you will find the the glistening waters, the Luminous Lagoon. After the great …More

Montego Bay, Jamaica

5.0 (2)

Private Luminous Lagoon Tour from Montego Bay

Let's take a night tour from Montego Bay to Falmouth Trelawny, there you will find the the glistening waters, the Luminous Lagoon. After the great...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Los Haitises National Park and Cayo Levantado Island Day Trip from Samana

This tour is the same as the hotel's tour of the National Park only cheaper. The Los Haitises National Park Preserve is a beautiful, untouched, lush rainforest area full …More

4.0 (13)

Los Haitises National Park and Cayo Levantado Island Day Trip from Samana

This tour is the same as the hotel's tour of the National Park only cheaper. The Los Haitises National Park Preserve is a beautiful, untouched, lush rainforest area full...

8 hours Hotel pickup offered

4.0 (13)

from
$100

Dunn's River Falls & Blue Hole Combo Tour from Ocho Rios

Combine a visit to Dunn's River Falls with time at Blue Hole with this transfer service from Montego Bay. Your driver will pick you up …More

Ocho Rios, Jamaica

5.0 (3)

Dunn's River Falls & Blue Hole Combo Tour from Ocho Rios

Combine a visit to Dunn's River Falls with time at Blue Hole with this transfer service from Montego Bay. Your driver will pick you up...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Bermuda Underwater Exploration Institute and Aquarium Adventure Day

This is a great way to learn about the unique diversity of Bermuda's Marine life and eco system, while enjoying the beautiful wildlife found on …More

4.8 (4)

Bermuda Underwater Exploration Institute and Aquarium Adventure Day

This is a great way to learn about the unique diversity of Bermuda's Marine life and eco system, while enjoying the beautiful wildlife found on...

4 hours Hotel pickup offered

4.8 (4)

from
$159

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start …More

Montego Bay, Jamaica

5.0 (2)

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$121

Blue Hole Secret Falls and Bob Marley Nine Mile Private Tour

Dunn's River Falls is a must visit attraction in Jamaica. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called …More

Montego Bay, Jamaica

4.3 (6)

Blue Hole Secret Falls and Bob Marley Nine Mile Private Tour

Dunn's River Falls is a must visit attraction in Jamaica. Globally, it is as well known as reggae and equally as stimulating. The Spaniards called...

6 to 8 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$165

4x4 Adventure Tour, Mountains and Paradise Beaches with Food

Much more than an excursion on 4 wheels! This tour was born to please all those people who are looking for adventure, contact with nature, …More

Punta Cana, Dominican Republic

4.3 (6)

4x4 Adventure Tour, Mountains and Paradise Beaches with Food

Much more than an excursion on 4 wheels! This tour was born to please all those people who are looking for adventure, contact with nature,...

6 hours Hotel pickup offered

4.3 (6)

from
$130

VIP Oceanfront Cabana at Bamboo Beach Club from Montego Bay

Make your beach day truly unforgettable with an oceanfront cabana at Bamboo Beach Club. Relax in style right on the water’s edge, with space for …More

Montego Bay, Jamaica

5.0 (3)

VIP Oceanfront Cabana at Bamboo Beach Club from Montego Bay

Make your beach day truly unforgettable with an oceanfront cabana at Bamboo Beach Club. Relax in style right on the water’s edge, with space for...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$550

VIP Oceanfront Cabana at Bamboo Beach Club from Ocho Rios

Make your beach day truly unforgettable with an oceanfront cabana at Bamboo Beach Club. Relax in style right on the water’s edge, with space for …More

Ocho Rios, Jamaica

5.0 (2)

VIP Oceanfront Cabana at Bamboo Beach Club from Ocho Rios

Make your beach day truly unforgettable with an oceanfront cabana at Bamboo Beach Club. Relax in style right on the water’s edge, with space for...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$550

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to …More

5.0 (2)

Sightseeing Shopping and Beach Tour

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to...

8 hours 30 minutes Free Cancellation

5.0 (2)

from
$119

Whenever you're touring with FutureTours, let's just say you'll instantly become Grenadian............minutes and hours no longer exist because you're free to just let go and …More

Grand Anse, Grenada

5.0 (3)

Historical Tours of Grenada

Whenever you're touring with FutureTours, let's just say you'll instantly become Grenadian............minutes and hours no longer exist because you're free to just let go and...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$250

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Negril, Jamaica

5.0 (3)

Cliff jumping and Sunsets

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$25

Castara Bay is located off the leeward coast of Tobago and set in the small fishing village of Castara. This small beach is one of …More

5.0 (3)

Castara Bay Day Trip with Lunch

Castara Bay is located off the leeward coast of Tobago and set in the small fishing village of Castara. This small beach is one of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$185

Blue Hole/ Dunn's River Falls & Luminous Lagoon (Glistening water) 3 in 1 combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to Dunn's River Falls and …More

Montego Bay, Jamaica

4.4 (7)

Blue Hole/ Dunn's River Falls & Luminous Lagoon (Glistening water) 3 in 1 combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to Dunn's River Falls and...

7 to 8 hours Hotel pickup offered Free Cancellation

4.4 (7)

from
$165

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks …More

Montego Bay, Jamaica

5.0 (1)

Private Montego Bay Highlights Day Tour

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them. The …More

Montego Bay, Jamaica

5.0 (4)

Rockland Bird Sanctuary Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them. The...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$70

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?