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 →

7 Hours Wildlife Discovery Tour in Dominica

Explore the world with me, a nomadic gatherer naturopath native to the island, specializing in wild plants. During this 7-hour hike, discover nature, local culture …More

4.9 (17)

7 Hours Wildlife Discovery Tour in Dominica

Explore the world with me, a nomadic gatherer naturopath native to the island, specializing in wild plants. During this 7-hour hike, discover nature, local culture...

6 to 7 hours Free Cancellation

4.9 (17)

from
$130

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the …More

4.9 (17)

Private & Romantic Sunset Cruise Under Sails

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the...

2 hours 30 minutes Free Cancellation

4.9 (17)

from
$608

Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and …More

4.8 (17)

Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and...

8 days

4.8 (17)

from
$20

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your …More

5.0 (16)

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your...

4 hours Free Cancellation

5.0 (16)

from
$1,942

Semi-Private Twilight Glow Electric Bike Tour Downtown Oranjestad

Discover Aruba's capital at its most beautiful hour on this award-winning semi-private electric bike tour. Beat the heat and experience Aruba like never before on …More

5.0 (16)

Semi-Private Twilight Glow Electric Bike Tour Downtown Oranjestad

Discover Aruba's capital at its most beautiful hour on this award-winning semi-private electric bike tour. Beat the heat and experience Aruba like never before on...

2 to 3 hours Free Cancellation

5.0 (16)

from
$85

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Fajardo, Puerto Rico

5.0 (16)

Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation

5.0 (16)

from
$2,600

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (16)

Private Bonaire North Tour

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$145

From Punta Cana to Saona, transfer, boat, buffet included

Discover one of the best excursions from Punta Cana with this full-day Saona Island tour, one of the most famous Caribbean islands in the Dominican …More

Punta Cana, Dominican Republic

5.0 (16)

From Punta Cana to Saona, transfer, boat, buffet included

Discover one of the best excursions from Punta Cana with this full-day Saona Island tour, one of the most famous Caribbean islands in the Dominican...

8 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$72

Dominica Indian River Discovery & Beach stop.

Escape the crowds and enjoy one of Dominica’s most relaxing experiences with a peaceful rafting journey paired with authentic sandy beach escape. Stroll through the …More

4.8 (16)

Dominica Indian River Discovery & Beach stop.

Escape the crowds and enjoy one of Dominica’s most relaxing experiences with a peaceful rafting journey paired with authentic sandy beach escape. Stroll through the...

5 hours Free Cancellation

4.8 (16)

from
$116

Jungle ATV Experience Punta Cana – Off-Road, Mud & Local Culture

Experience the Ultimate ATV Adventure in Punta Cana! Get ready to rev your engines and explore the stunning landscapes of the Dominican Republic on an …More

Punta Cana, Dominican Republic

4.9 (16)

Jungle ATV Experience Punta Cana – Off-Road, Mud & Local Culture

Experience the Ultimate ATV Adventure in Punta Cana! Get ready to rev your engines and explore the stunning landscapes of the Dominican Republic on an...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$70

Ghosts and Legends of St. Thomas Charlotte Amalie Walking Tour

The Charlotte Amalie Ghost Walk isn’t just a collection of spooky stories—it’s the real deal. This tour was crafted through deep dives into forgotten books, …More

4.9 (16)

Ghosts and Legends of St. Thomas Charlotte Amalie Walking Tour

The Charlotte Amalie Ghost Walk isn’t just a collection of spooky stories—it’s the real deal. This tour was crafted through deep dives into forgotten books,...

2 hours Free Cancellation

4.9 (16)

from
$59

Enjoy an afternoon on a catamaran to the coast of Bávaro and visit a natural pool. Enjoy this half-day boat tour that includes snorkeling, coolers, …More

Punta Cana, Dominican Republic

5.0 (16)

Party Boat Catamaran Punta Cana

Enjoy an afternoon on a catamaran to the coast of Bávaro and visit a natural pool. Enjoy this half-day boat tour that includes snorkeling, coolers,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$59

Experience an Unforgettable ATV Adventure on Macao Beach! Join us for a unique four-hour ATV tour that combines excitement, culture, and breathtaking views of Macao …More

Punta Cana, Dominican Republic

4.9 (16)

Punta Cana ATV / Buggies Adventure

Experience an Unforgettable ATV Adventure on Macao Beach! Join us for a unique four-hour ATV tour that combines excitement, culture, and breathtaking views of Macao...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$49

Extreme Buggy From Punta Cana Transportation Included

On this excursion you will be able to explore the beautiful surroundings of Punta Cana in a fun way by all-terrain buggy. Cross the rugged …More

Punta Cana, Dominican Republic

4.9 (16)

Extreme Buggy From Punta Cana Transportation Included

On this excursion you will be able to explore the beautiful surroundings of Punta Cana in a fun way by all-terrain buggy. Cross the rugged...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (16)

from
$28

The Buggy Tour to Macao is one of the most popular excursions in Punta Cana. In this unforgettable half-day adventure, we will drive a Buggy …More

Punta Cana, Dominican Republic

4.9 (16)

Macao Beach Buggy Tour

The Buggy Tour to Macao is one of the most popular excursions in Punta Cana. In this unforgettable half-day adventure, we will drive a Buggy...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$45

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy …More

Montego Bay, Jamaica

5.0 (16)

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$215

Horseback Riding, Bluehole Secret Falls, Dunns River tour from Montego Bay

This tour is interactive where we not just transport we also educate our guest about the island culture, food and people and also entertain enroute. …More

Montego Bay, Jamaica

4.9 (16)

Horseback Riding, Bluehole Secret Falls, Dunns River tour from Montego Bay

This tour is interactive where we not just transport we also educate our guest about the island culture, food and people and also entertain enroute....

6 hours 45 minutes Hotel pickup offered Free Cancellation

4.9 (16)

from
$220

It is a tour through the fields of the northern region of Puerto Plata. Visiting places how people live in the fields, plantations of coffee, …More

Puerto Plata, Dominican Republic

4.8 (16)

Tour To The Damajagua Waterfalls

It is a tour through the fields of the northern region of Puerto Plata. Visiting places how people live in the fields, plantations of coffee,...

4 hours 40 minutes Hotel pickup offered Free Cancellation

4.8 (16)

from
$70

Bob Marley's Nine Mile Day-Trip with Admission & Guided Tour from Falmouth

Delve into the world of reggae and pay tribute to the legendary Bob Marley on this immersive day trip from Falmouth. Journey to Nine Mile, …More

Montego Bay, Jamaica

5.0 (16)

Bob Marley's Nine Mile Day-Trip with Admission & Guided Tour from Falmouth

Delve into the world of reggae and pay tribute to the legendary Bob Marley on this immersive day trip from Falmouth. Journey to Nine Mile,...

6 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$145

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom …More

5.0 (16)

Scooter Rental San Juan Puerto Rico

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom...

10 hours Free Cancellation

5.0 (16)

from
$180

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?