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 →

Hastings Tours provides private round trip transportion to and from the Magnificent Luminous Lagoon. Guests are entertained with music and fireworks and served a complimentary …More

Trelawny, Jamaica

5.0 (1)

Luminous Lagoon Tour

Hastings Tours provides private round trip transportion to and from the Magnificent Luminous Lagoon. Guests are entertained with music and fireworks and served a complimentary...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$30

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to …More

Trelawny, Jamaica

5.0 (1)

Lethe River Rafting, Limestone Massage, Coconut,Rum Punch & LUNCH

This private tour allows you to experience the tranquility of Lethe River Rafting. Our driver will pick you from your hotel and transport you to...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Private Tour of Blue Hole in Ocho Rios from Montego Bay

Take the scenic drive along Jamaica's coast, through local communities and into the mountains of Ocho Rios to experience this must do adventure! The Blue …More

Montego Bay, Jamaica

5.0 (1)

Private Tour of Blue Hole in Ocho Rios from Montego Bay

Take the scenic drive along Jamaica's coast, through local communities and into the mountains of Ocho Rios to experience this must do adventure! The Blue...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$140

Private Full Day Aguadilla Sightseeing Tour

Aguadilla, well-known for its surfing beaches and unrivaled sunsets, is a perfect destination for those who love sun, sand and scenery. With miles of pristine …More

5.0 (1)

Private Full Day Aguadilla Sightseeing Tour

Aguadilla, well-known for its surfing beaches and unrivaled sunsets, is a perfect destination for those who love sun, sand and scenery. With miles of pristine...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

San Juan Puerto Rico Mini Boats Adventure

Your tour will depart from the San Juan Bay Marina after a brief safety orientation. You'll take the helm of a 13′ rigid inflatable boat, …More

5.0 (1)

San Juan Puerto Rico Mini Boats Adventure

Your tour will depart from the San Juan Bay Marina after a brief safety orientation. You'll take the helm of a 13′ rigid inflatable boat,...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$289

Bob Marley Birthplace, Nine Miles Tour from Ocho Rios

This amazing Country Side Tour starts with driving through the curves and turns of the breathtaking fern gully. Here your tour operator will stop for …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley Birthplace, Nine Miles Tour from Ocho Rios

This amazing Country Side Tour starts with driving through the curves and turns of the breathtaking fern gully. Here your tour operator will stop for...

170 to 200 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$105

Horseback Riding, Blue Hole, Dunn's River, River Rafting and Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest. Enjoy 4 or the 5 activities in 1 day. …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding, Blue Hole, Dunn's River, River Rafting and Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest. Enjoy 4 or the 5 activities in 1 day....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$265

Dunns River Falls and Blue Hole Secret Falls

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls and Blue Hole Secret Falls

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$155

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 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 scotchies for lunch this …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 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 scotchies for lunch this...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$142

Horseback Riding, Blue Hole, Luminous Lagoon, River Tubing or Rafting Tour

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your hotel/port, a great choice for first-time visitors …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding, Blue Hole, Luminous Lagoon, River Tubing or Rafting Tour

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your hotel/port, a great choice for first-time visitors...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$280

Welcome to our ATV tour! Develop high speed. sunglasses, bandana on the face, and here we start an ATV adventure! Get to rugged off-road spots …More

Puerto Plata, Dominican Republic

5.0 (1)

ATV Adventure from Puerto Plata

Welcome to our ATV tour! Develop high speed. sunglasses, bandana on the face, and here we start an ATV adventure! Get to rugged off-road spots...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Saona Island Full-Day Tour from Las Terrenas with Lunch

Travel from Las Terrenas to Saona Island, a unique tour for you who want to discover Saona Island, a spectacular show among the islands of …More

Las Terrenas, Dominican Republic

5.0 (1)

Saona Island Full-Day Tour from Las Terrenas with Lunch

Travel from Las Terrenas to Saona Island, a unique tour for you who want to discover Saona Island, a spectacular show among the islands of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Martha Brae Bamboo River Rafting & Horse Back Riding Private Tour

Come and experience two of Jamaica’s most popular activities Bamboo Rafting and horseback riding and swimming. Your Horseback Ride and Swim Adventure starts with pickup …More

Montego Bay, Jamaica

5.0 (1)

Martha Brae Bamboo River Rafting & Horse Back Riding Private Tour

Come and experience two of Jamaica’s most popular activities Bamboo Rafting and horseback riding and swimming. Your Horseback Ride and Swim Adventure starts with pickup...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Secret Falls: Dunn's River Falls & Bob Marley Nine Miles Tour

See Jamaica through the eyes of a local. Your guide will become your best friend for the day as he shows you Jamaica. Enjoy the …More

Runaway Bay, Jamaica

5.0 (1)

Secret Falls: Dunn's River Falls & Bob Marley Nine Miles Tour

See Jamaica through the eyes of a local. Your guide will become your best friend for the day as he shows you Jamaica. Enjoy the...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$235

Private Yacht Charter Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music …More

5.0 (1)

Private Yacht Charter Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music...

180 to 270 minutes Free Cancellation

5.0 (1)

from
$695

Half Day Lethe River Rafting Limestone Body and Foot Massage

On the half day tour you will experience a day filled of excitement and relaxation as your enjoy sail down the great river of Jamaica. …More

Montego Bay, Jamaica

5.0 (1)

Half Day Lethe River Rafting Limestone Body and Foot Massage

On the half day tour you will experience a day filled of excitement and relaxation as your enjoy sail down the great river of Jamaica....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Konoko Falls & Park, Blue hole and Scotchies Tour with Shopping

Visit Blue Hole and Konoko Falls all in one day. Swing from Tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls …More

Ocho Rios, Jamaica

5.0 (1)

Konoko Falls & Park, Blue hole and Scotchies Tour with Shopping

Visit Blue Hole and Konoko Falls all in one day. Swing from Tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from …More

Montego Bay, Jamaica

5.0 (1)

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Private Black River and Appleton Rum Tour From Negril

Discover the essence of Jamaica's heritage and natural beauty with our Combo Tour Package featuring the Appleton Rum Estate and Black River Safari. Indulge your …More

Lucea, Jamaica

5.0 (1)

Private Black River and Appleton Rum Tour From Negril

Discover the essence of Jamaica's heritage and natural beauty with our Combo Tour Package featuring the Appleton Rum Estate and Black River Safari. Indulge your...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the …More

Montego Bay, Jamaica

5.0 (1)

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

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?