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 →

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao. …More

5.0 (13)

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao....

6 hours Free Cancellation

5.0 (13)

from
$225

Intensive Old San Juan Opulent Coffee/Rum/Tastings Walking Tour

Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the …More

5.0 (13)

Intensive Old San Juan Opulent Coffee/Rum/Tastings Walking Tour

Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the...

2 hours 30 minutes Free Cancellation

5.0 (13)

from
$79

Rhythm Of Rum Tour & Rum Tasting Saint Lucia

This exciting feature begins at your location point (hotel or cruise terminal). Our journey will take us through the town of Castries and its environs …More

Castries, St Lucia

4.9 (13)

Rhythm Of Rum Tour & Rum Tasting Saint Lucia

This exciting feature begins at your location point (hotel or cruise terminal). Our journey will take us through the town of Castries and its environs...

3 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$100

ATV through the cenote jungle, chocolate tasting AND coffee

We will begin our adventure at the ranch, where you will become familiar with your ATV and receive safety instructions. The first stop will take …More

Punta Cana, Dominican Republic

4.9 (13)

ATV through the cenote jungle, chocolate tasting AND coffee

We will begin our adventure at the ranch, where you will become familiar with your ATV and receive safety instructions. The first stop will take...

3 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$49

Embark on an unforgettable adventure as you kayak through our enchanting mangrove lagoon, leading to a stunning secluded beach. Experience a short boat ride to …More

5.0 (13)

SoCoHo Eco Kayak and Snorkel Tour

Embark on an unforgettable adventure as you kayak through our enchanting mangrove lagoon, leading to a stunning secluded beach. Experience a short boat ride to...

3 hours Free Cancellation

5.0 (13)

from
$88

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private …More

Cruz Bay, US Virgin Islands

5.0 (13)

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private...

2 to 3 hours Free Cancellation

5.0 (13)

from
$1,000

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (13)

from
$1,200

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar …More

Montego Bay, Jamaica

5.0 (13)

Floyd's Pelican Bar [Private Transportation]

if you are looking for the perfect "Get Away From it All" experience then look no further than the Pelican Bar, a rustic wooden bar...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$52

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable …More

Falmouth, Jamaica

5.0 (13)

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$185

Discover Sosua's Underwater World & Beach Day

Enjoy the underwater world in Sosua, we will take you out by boat to two different Snorkeling Reefs. We provide with the snorkeling equipment and …More

Cabarete, Dominican Republic

4.8 (13)

Discover Sosua's Underwater World & Beach Day

Enjoy the underwater world in Sosua, we will take you out by boat to two different Snorkeling Reefs. We provide with the snorkeling equipment and...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$66

We are an authorized tour operator, our customer service department is in charge of guiding our excursionists from the time they book until they return …More

Puerto Plata, Dominican Republic

5.0 (13)

4-Wheel on the road

We are an authorized tour operator, our customer service department is in charge of guiding our excursionists from the time they book until they return...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (13)

from
$95

Eco Explorers Waterfall, Rainforest, local Shopping with lunch

The Konoko falls and park is very unique. You get to experience it's beautiful botanical garden with a variety flora and fauna , view it's …More

Kingston, Jamaica

4.9 (13)

Eco Explorers Waterfall, Rainforest, local Shopping with lunch

The Konoko falls and park is very unique. You get to experience it's beautiful botanical garden with a variety flora and fauna , view it's...

4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$110

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

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

Trelawny, Jamaica

4.8 (13)

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

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...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$100

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack …More

5.0 (13)

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack...

3 hours Free Cancellation

5.0 (13)

from
$3,300

Dunn's River Falls and Blue Hole Private Tour Ocho Rios Jamaica

What truly sets this tour apart is the perfect blend of privacy, flexibility, and authentic adventure. Unlike large group excursions, this is a fully private …More

Runaway Bay, Jamaica

5.0 (13)

Dunn's River Falls and Blue Hole Private Tour Ocho Rios Jamaica

What truly sets this tour apart is the perfect blend of privacy, flexibility, and authentic adventure. Unlike large group excursions, this is a fully private...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$43

Ricks cafe & 7mile Beach Tour from Montego Bay.

This tour includes comfortable transportation to Negril’s famous Seven Mile Beach, one of the most beautiful beaches in Jamaica. Here, you’ll have the option to …More

Montego Bay, Jamaica

5.0 (13)

Ricks cafe & 7mile Beach Tour from Montego Bay.

This tour includes comfortable transportation to Negril’s famous Seven Mile Beach, one of the most beautiful beaches in Jamaica. Here, you’ll have the option to...

6 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$45

If you Love the Beach you will love this Tour also you choose which beach you want to stay and enjoy the water and the …More

Tortola, British Virgin Islands

5.0 (13)

Tortola Private Beach Hopper Tour

If you Love the Beach you will love this Tour also you choose which beach you want to stay and enjoy the water and the...

4 hours Free Cancellation

5.0 (13)

from
$600

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James …More

Montego Bay, Jamaica

4.9 (13)

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$28

Horse Back Riding and Blue Hole From Montego Bay

This Tour in my opinion is one of the most naturally beautiful attractions in Ocho Rios. It is actually one of my favorite excursion to …More

Montego Bay, Jamaica

5.0 (13)

Horse Back Riding and Blue Hole From Montego Bay

This Tour in my opinion is one of the most naturally beautiful attractions in Ocho Rios. It is actually one of my favorite excursion to...

5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$160

All-Inclusive Guided Tour to Saona Islands from Punta Cana

Embark on an unforgettable excursion to Saône Island, a tropical paradise in the Caribbean. Enjoy white sandy beaches, crystal clear waters and a relaxing atmosphere. …More

Punta Cana, Dominican Republic

4.9 (13)

All-Inclusive Guided Tour to Saona Islands from Punta Cana

Embark on an unforgettable excursion to Saône Island, a tropical paradise in the Caribbean. Enjoy white sandy beaches, crystal clear waters and a relaxing atmosphere....

8 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$78

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?