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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Private Charter 34f Express Cruiser Stingray City Reef Snorkeling

A one of a kind Private Charter on our beautiful 34ft Luhrs Sport Cruiser. The boat can accomodate up to 12 guests. You will be …More

Grand Cayman, Cayman Islands

5.0 (211)

Private Charter 34f Express Cruiser Stingray City Reef Snorkeling

A one of a kind Private Charter on our beautiful 34ft Luhrs Sport Cruiser. The boat can accomodate up to 12 guests. You will be...

4 to 8 hours Free Cancellation

5.0 (211)

from
$1,000

There is no better way to end your afternoon than out on the water with us. Join us on this special 2.5-hour sunset cruise and …More

4.7 (451)

Happy Hour Sunset Cruise

There is no better way to end your afternoon than out on the water with us. Join us on this special 2.5-hour sunset cruise and...

2 hours 30 minutes Free Cancellation

4.7 (451)

from
$75

St Maarten Shore Excursion: Snorkeling and Speed Boat Tour

When you are in St Maarten, spend your time exploring its top snorkel sites. Your 7-hour shore excursion takes you by speedboat on a sightseeing …More

4.9 (99)

St Maarten Shore Excursion: Snorkeling and Speed Boat Tour

When you are in St Maarten, spend your time exploring its top snorkel sites. Your 7-hour shore excursion takes you by speedboat on a sightseeing...

6 hours Free Cancellation

4.9 (99)

from
$139

SoCoHo Eco Half Day - Mangrove Kayak & Reef Snorkeling

Embark on an exhilarating kayak adventure through our breathtaking mangrove lagoon, leading to a secluded bay. Experience a short boat ride to Cades Reef, Antigua’s …More

Five Islands Village, Antigua and Barbuda

4.8 (135)

SoCoHo Eco Half Day - Mangrove Kayak & Reef Snorkeling

Embark on an exhilarating kayak adventure through our breathtaking mangrove lagoon, leading to a secluded bay. Experience a short boat ride to Cades Reef, Antigua’s...

4 hours Hotel pickup offered Free Cancellation

4.8 (135)

from
$138

Santo Domingo Small Group Walking Tour: Beer and Specialty Coffee

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a …More

Santo Domingo, Dominican Republic

4.9 (82)

Santo Domingo Small Group Walking Tour: Beer and Specialty Coffee

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a...

2 hours Free Cancellation

4.9 (82)

from
$50

Sunset Horseback Riding Tour in Punta Cana (Private Option)

Rancho un Regalo de Dios, We will offer you an incredible horseback riding trip, with highly trained staff and professional guides. In our facilities you …More

Punta Cana, Dominican Republic

4.9 (215)

Sunset Horseback Riding Tour in Punta Cana (Private Option)

Rancho un Regalo de Dios, We will offer you an incredible horseback riding trip, with highly trained staff and professional guides. In our facilities you...

2 hours Hotel pickup offered Free Cancellation

4.9 (215)

from
$68

Blue Hole and Dunn’s River Falls Tour with Lunch and Cocktails at Reggae Hill

This is a triple combination experience for those who want to visit the most unique water related attractions on the island. Your adventure begins with …More

Ocho Rios, Jamaica

4.9 (292)

Blue Hole and Dunn’s River Falls Tour with Lunch and Cocktails at Reggae Hill

This is a triple combination experience for those who want to visit the most unique water related attractions on the island. Your adventure begins with...

7 to 9 hours Hotel pickup offered Free Cancellation

4.9 (292)

from
$159

Road Off Half Day Buggy with Chocolate and Coffee Tasting

Combine the Dominican countryside with a buggy drive on this tour from Punta Cana. Rather than the hassles of going by hire car or bus, …More

Punta Cana, Dominican Republic

4.9 (320)

Road Off Half Day Buggy with Chocolate and Coffee Tasting

Combine the Dominican countryside with a buggy drive on this tour from Punta Cana. Rather than the hassles of going by hire car or bus,...

3 hours Hotel pickup offered Free Cancellation

4.9 (320)

from
$48

Culinary Adventure Across Four Towns in Barbados

Explore the captivating charm of Barbados as you journey along the picturesque west and southern coasts in air-conditioned comfort. Our guides will share intriguing stories …More

4.9 (131)

Culinary Adventure Across Four Towns in Barbados

Explore the captivating charm of Barbados as you journey along the picturesque west and southern coasts in air-conditioned comfort. Our guides will share intriguing stories...

4 hours Hotel pickup offered Free Cancellation

4.9 (131)

from
$119

Our private tours are premium tours with connected and comfortable vehicles from a premium fleet. Our trips can be personalized to your liking, according to …More

5.0 (240)

Private Island Tour - Sint Maarten

Our private tours are premium tours with connected and comfortable vehicles from a premium fleet. Our trips can be personalized to your liking, according to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (240)

from
$189

Curacao Half Day ATV East Adventure Tour

Join in on this half-day tour and get ready to discover the most beautiful parts of Curaçao on an ATV also known as a Quad. …More

4.8 (513)

Curacao Half Day ATV East Adventure Tour

Join in on this half-day tour and get ready to discover the most beautiful parts of Curaçao on an ATV also known as a Quad....

3 hours Free Cancellation

4.8 (513)

from
$118

Puerto Plata Highlights and Resort Beach - Amber Cove & Taino Bay

Enjoy an approximately 1 hour tour of Puerto Plata's Victorian district and then relax on one of the best resort beaches on the north coast. Your …More

4.9 (81)

Puerto Plata Highlights and Resort Beach - Amber Cove & Taino Bay

Enjoy an approximately 1 hour tour of Puerto Plata's Victorian district and then relax on one of the best resort beaches on the north coast. Your...

4 hours 15 minutes Free Cancellation

4.9 (81)

from
$59

Buggy Tour with Organic Farm, Macao Beach Visit from Punta Cana

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm …More

Punta Cana, Dominican Republic

4.9 (240)

Buggy Tour with Organic Farm, Macao Beach Visit from Punta Cana

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm...

4 hours Hotel pickup offered Free Cancellation

4.9 (240)

from
$39

Punta Cana Buggy with Cave Dip, Mamajuana Tasting & Macao Beach

This is what I call a “Indiana Jones excursion”. An unforgettable, crazy half-day adventure where you will take on the trails of the Dominican countryside. …More

Punta Cana, Dominican Republic

4.9 (264)

Punta Cana Buggy with Cave Dip, Mamajuana Tasting & Macao Beach

This is what I call a “Indiana Jones excursion”. An unforgettable, crazy half-day adventure where you will take on the trails of the Dominican countryside....

3 hours Hotel pickup offered Free Cancellation

4.9 (264)

from
$35

Small-Group Off-Road Buggies At Punta Cana

Explore the real Punta Cana on this outdoor eco-adventure tour in and out of authentic natural attractions. Meet the locals and immerse yourself in the …More

Punta Cana, Dominican Republic

4.9 (256)

Small-Group Off-Road Buggies At Punta Cana

Explore the real Punta Cana on this outdoor eco-adventure tour in and out of authentic natural attractions. Meet the locals and immerse yourself in the...

4 hours Hotel pickup offered Free Cancellation

4.9 (256)

from
$59

Punta Cana ATV Tour with Macao Beach, Cave, and Farm Visit

Experience the lush landscapes of the Dominican Republic during this exciting eco-tour. Climb atop your own ATV for a fun adventure along rugged terrain to …More

Punta Cana, Dominican Republic

4.9 (247)

Punta Cana ATV Tour with Macao Beach, Cave, and Farm Visit

Experience the lush landscapes of the Dominican Republic during this exciting eco-tour. Climb atop your own ATV for a fun adventure along rugged terrain to...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (247)

from
$48

Puerto Plata City Tour & Mount Isabel de Torres by Truck

Experience the highlights of Puerto Plata's cityscape and its landmarks. Independence Central Park, Cathedral San Felipe, Amber Museum, The Umbrella Street, Paseo de Doña Blanca, …More

Cabarete, Dominican Republic

4.6 (226)

Puerto Plata City Tour & Mount Isabel de Torres by Truck

Experience the highlights of Puerto Plata's cityscape and its landmarks. Independence Central Park, Cathedral San Felipe, Amber Museum, The Umbrella Street, Paseo de Doña Blanca,...

4 hours 40 minutes Hotel pickup offered Free Cancellation

4.6 (226)

from
$60

The Sun & Fun Combo by The Jeep Plug offers the ultimate land-and-sea adventure—combining the thrill of off-road ATV riding with the excitement of jet …More

4.9 (112)

Sun & Fun Combo Jetski/ATV

The Sun & Fun Combo by The Jeep Plug offers the ultimate land-and-sea adventure—combining the thrill of off-road ATV riding with the excitement of jet...

3 to 4 hours Free Cancellation

4.9 (112)

from
$200

You enjoy with us observing the beautiful places that our Puerto Plata has, first we visit what is the rum factory (1) Macotrix a tour …More

Puerto Plata, Dominican Republic

4.9 (212)

Puerto Plata City Tour

You enjoy with us observing the beautiful places that our Puerto Plata has, first we visit what is the rum factory (1) Macotrix a tour...

3 hours 50 minutes Hotel pickup offered Free Cancellation

4.9 (212)

from
$45

Montego Bay Jet Car w/Drone Video options

NEW Option of choosing a 3-5minute Drone Video & Photos! You now have 3 options to choose from, Jet Car including a KFC meal or …More

Montego Bay, Jamaica

4.8 (120)

Montego Bay Jet Car w/Drone Video options

NEW Option of choosing a 3-5minute Drone Video & Photos! You now have 3 options to choose from, Jet Car including a KFC meal or...

1 hour 15 minutes Hotel pickup offered Free Cancellation

4.8 (120)

from
$197

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?