Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Half-Day Cultural Tour through Santo Domingo with Pickup

On this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most extravagant places in Santo …More

5.0 (1)

Half-Day Cultural Tour through Santo Domingo with Pickup

On this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most extravagant places in Santo...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Private Lethe River Rafting and Bird Sanctuary Tour in Negril

Embark on an unforgettable Jamaican adventure by booking our exclusive experience that seamlessly combines the thrill of river rafting with the enchantment of a bird …More

Negril, Jamaica

5.0 (1)

Private Lethe River Rafting and Bird Sanctuary Tour in Negril

Embark on an unforgettable Jamaican adventure by booking our exclusive experience that seamlessly combines the thrill of river rafting with the enchantment of a bird...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$300

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

5.0 (1)

6 Hours Big Game Fishing

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$735

Here are a few reasons why you should choose us for your Negril trip: 1. Expertise: We have years of experience in planning trips to …More

Montego Bay, Jamaica

5.0 (1)

Negril Adventure Tour: ATV & Zipline

Here are a few reasons why you should choose us for your Negril trip: 1. Expertise: We have years of experience in planning trips to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$192

Exotic Ocho Rios Historical Sightseeing Tour

We’ll tour St. Ann’s Bay where Columbus first landed on his second voyage to the new world. Nearby we get to explore Sevilla La Nueva …More

Ocho Rios, Jamaica

5.0 (1)

Exotic Ocho Rios Historical Sightseeing Tour

We’ll tour St. Ann’s Bay where Columbus first landed on his second voyage to the new world. Nearby we get to explore Sevilla La Nueva...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$30

Private tour from Ocho Rios to Port Antonio and Frenchman cove

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

Ocho Rios, Jamaica

5.0 (1)

Private tour from Ocho Rios to Port Antonio and Frenchman cove

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

4 to 6 hours Free Cancellation

5.0 (1)

from
$135

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change …More

Grand Cayman, Cayman Islands

5.0 (1)

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change...

5 hours Free Cancellation

5.0 (1)

from
$1,495

Bird Feeding & Watching, in the tranquil relaxed setting of a country cottage, patio & garden. A small 60-year-old business, no reservations needed. Just show …More

Montego Bay, Jamaica

5.0 (1)

Bird Sanctuary (Montego Bay) Jamaica

Bird Feeding & Watching, in the tranquil relaxed setting of a country cottage, patio & garden. A small 60-year-old business, no reservations needed. Just show...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Montego Bay, Jamaica

5.0 (1)

Nine Mile Tour from Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$310

Jamaica River Rapid Tubing (Transportation Only)

The Rio Bueno River Tubing experience is an undeniably family-oriented experience and has something for everyone. Make sure to have your camera at the ready …More

Montego Bay, Jamaica

5.0 (1)

Jamaica River Rapid Tubing (Transportation Only)

The Rio Bueno River Tubing experience is an undeniably family-oriented experience and has something for everyone. Make sure to have your camera at the ready...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Experience the best of Jamaica with our all-in-one tour package! Dive into the exhilarating Dunns River Falls, where you can climb the breathtaking waterfall and …More

Trelawny, Jamaica

5.0 (1)

Private Tour in Dunns River Falls

Experience the best of Jamaica with our all-in-one tour package! Dive into the exhilarating Dunns River Falls, where you can climb the breathtaking waterfall and...

1 hour 10 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Jet Ski Rental Montego bay Adventure Combo Wave Runner Water Sports Tours

Jet Ski Rental in Montego bay Jamaica Water sports requires Jamaica Waverunner Beach activity . The Powerful Jet Ski Watercraft Ride gliding the Beach wave …More

Negril, Jamaica

5.0 (1)

Jet Ski Rental Montego bay Adventure Combo Wave Runner Water Sports Tours

Jet Ski Rental in Montego bay Jamaica Water sports requires Jamaica Waverunner Beach activity . The Powerful Jet Ski Watercraft Ride gliding the Beach wave...

30 to 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$233

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$380

Half Day Local Breakfast inclusive, mub bathe and waterfall tour

We are pleased to welcome you to our Westcoast adventure tour. Our guides are eager to show you the best St. Lucian experience. We have …More

Choc, St Lucia

5.0 (1)

Half Day Local Breakfast inclusive, mub bathe and waterfall tour

We are pleased to welcome you to our Westcoast adventure tour. Our guides are eager to show you the best St. Lucian experience. We have...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private Luminous Lagoon Night Cruise from Montego Bay

Meet your guide during pickup at your hotel. Depart on your evening ride to the Luminous Lagoon, in the Trelawny Parish on Jamaica’s north coast. …More

Montego Bay, Jamaica

5.0 (1)

Private Luminous Lagoon Night Cruise from Montego Bay

Meet your guide during pickup at your hotel. Depart on your evening ride to the Luminous Lagoon, in the Trelawny Parish on Jamaica’s north coast....

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Negril Seven Mile Beach and Ricks Cafe Day Tour

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers, …More

Montego Bay, Jamaica

5.0 (1)

Negril Seven Mile Beach and Ricks Cafe Day Tour

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers,...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Old San Juan Historical Tour with Transportation & Fort Visit

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San …More

Isla Verde, Puerto Rico

5.0 (1)

Old San Juan Historical Tour with Transportation & Fort Visit

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$59

Luminous Lagoon and Rose Hall Haunted Night Tour from Runaway Bay

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these …More

Runaway Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall Haunted Night Tour from Runaway Bay

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$97

Private Appleton Estate Rum Tour & Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Runaway Bay. Visit the exotic Appleton Estate, …More

Runaway Bay, Jamaica

5.0 (1)

Private Appleton Estate Rum Tour & Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Runaway Bay. Visit the exotic Appleton Estate,...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$200

Canopy Zipline & Dunn's River Falls Adventure Tour from Runaway Bay

Have an exhilarating adventure flying over the magnificent rainforest canopy and limestone cliffs followed by a climb up the famous Dunn's River Falls for an …More

Runaway Bay, Jamaica

5.0 (1)

Canopy Zipline & Dunn's River Falls Adventure Tour from Runaway Bay

Have an exhilarating adventure flying over the magnificent rainforest canopy and limestone cliffs followed by a climb up the famous Dunn's River Falls for an...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$252

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?