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 Full-Day Aruba History and Must-See Landmarks Tour 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

What Makes This Tour Unique? A Specially Designed Package Combine With The Friendly Experience That Awaits You At Your Comfort And Pace.. "Come See Yourself" …More

St. George's, Grenada

4.9 (37)

"Tropically Yours"

What Makes This Tour Unique? A Specially Designed Package Combine With The Friendly Experience That Awaits You At Your Comfort And Pace.. "Come See Yourself"...

5 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$115

Barbados Land & Sea Wildlife Tour: Wildlife Reserve & Snorkelling

Embark on an unforgettable journey through Barbados, discovering its natural wonders, rich history, and vibrant culture. From snorkelling in crystal-clear waters to exploring historic towns …More

5.0 (10)

Barbados Land & Sea Wildlife Tour: Wildlife Reserve & Snorkelling

Embark on an unforgettable journey through Barbados, discovering its natural wonders, rich history, and vibrant culture. From snorkelling in crystal-clear waters to exploring historic towns...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$212

Visit Some of the Best Bars in Punta Cana! DR Locals invites you to join us on the ultimate Dominican Republic bar crawl. Whether it’s …More

Punta Cana, Dominican Republic

4.7 (44)

Bar Crawl in Punta Cana

Visit Some of the Best Bars in Punta Cana! DR Locals invites you to join us on the ultimate Dominican Republic bar crawl. Whether it’s...

5 hours Hotel pickup offered Free Cancellation

4.7 (44)

from
$35

Full-day Private Tour in Turks and Caicos in a Luxury Axopar

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace …More

5.0 (7)

Full-day Private Tour in Turks and Caicos in a Luxury Axopar

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace...

8 hours Free Cancellation

5.0 (7)

from
$2,995

Guided boat tour to your choice of the following stops: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo …More

Grand Cayman, Cayman Islands

5.0 (21)

Party Boat Cruise

Guided boat tour to your choice of the following stops: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo...

4 hours Free Cancellation

5.0 (21)

from
$1,050

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate …More

5.0 (1)

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate...

3 hours Free Cancellation

5.0 (1)

from
$350

Cacao Plantation and Chocolate Factory Tour- Classic

Visit La Esmeralda, an organic cacao plantation and learn all of the secrets hidden behind quality chocolate. Follow your sense of smell to our chocolate …More

4.9 (22)

Cacao Plantation and Chocolate Factory Tour- Classic

Visit La Esmeralda, an organic cacao plantation and learn all of the secrets hidden behind quality chocolate. Follow your sense of smell to our chocolate...

2 hours 30 minutes Free Cancellation

4.9 (22)

from
$60

On this half-day tour, we would be visiting 4 of the island’s top attractions. The chocolate museum, (where you can get a history of the …More

St. George's, Grenada

4.8 (28)

Half Day Private Tour in Grenada

On this half-day tour, we would be visiting 4 of the island’s top attractions. The chocolate museum, (where you can get a history of the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (28)

from
$160

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the …More

5.0 (8)

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the...

2 hours 30 minutes Free Cancellation

5.0 (8)

from
$400

Charter our boat is a private power boat charter.

We are a private power boat tour, that services all you need's . Take's you to all different stops to snorkel. Different beaches around the …More

5.0 (32)

Charter our boat is a private power boat charter.

We are a private power boat tour, that services all you need's . Take's you to all different stops to snorkel. Different beaches around the...

7 hours Free Cancellation

5.0 (32)

from
$1,100

Antigua Seafood Lunch Cruise From St. John's

Enjoy a day of carefree relaxation as you sail on a catamaran along the stunning Antiguan coastline. Journey along the west coast of the island …More

4.4 (15)

Antigua Seafood Lunch Cruise From St. John's

Enjoy a day of carefree relaxation as you sail on a catamaran along the stunning Antiguan coastline. Journey along the west coast of the island...

6 hours Hotel pickup offered

4.4 (15)

from
$184

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you …More

Puerto Plata, Dominican Republic

5.0 (28)

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$360

Nevis Panoramic Drive, Power Catamaran & Beach Experience

Experience a panoramic drive as you tour Nevis learning about its rich history. A photo moment is given at the birth place of Alexander Hamilton …More

4.1 (8)

Nevis Panoramic Drive, Power Catamaran & Beach Experience

Experience a panoramic drive as you tour Nevis learning about its rich history. A photo moment is given at the birth place of Alexander Hamilton...

5 hours Free Cancellation

4.1 (8)

from
$162

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along …More

Montego Bay, Jamaica

5.0 (24)

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along...

4 hours Free Cancellation

5.0 (24)

from
$112

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of …More

Five Islands Village, Antigua and Barbuda

5.0 (11)

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of...

60 to 255 minutes Hotel pickup offered Free Cancellation

5.0 (11)

from
$270

Coco Bongo Disco Show! The Best Punta Cana Party!

- We will pick you up at your Hotel between 6:00 pm and 7:30 pm to take you to Downtown Punta Cana, where the Coco …More

3.7 (7)

Coco Bongo Disco Show! The Best Punta Cana Party!

- We will pick you up at your Hotel between 6:00 pm and 7:30 pm to take you to Downtown Punta Cana, where the Coco...

5 hours Hotel pickup offered Free Cancellation

3.7 (7)

from
$95

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and BioBay magic. Your 2-person crew including experienced …More

Grand Cayman, Cayman Islands

5.0 (7)

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and BioBay magic. Your 2-person crew including experienced...

6 hours

5.0 (7)

from
$2,000

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies …More

Lucea, Jamaica

4.4 (55)

Bamboo Rafting With foot Massage

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies...

3 to 5 hours Hotel pickup offered Free Cancellation

4.4 (55)

from
$45

Make the most of your time in port in Falmouth with a shore excursion to the island’s top spots the Blue hole or Secrets Falls. …More

Trelawny, Jamaica

5.0 (22)

Blue Hole Adventure from Falmouth

Make the most of your time in port in Falmouth with a shore excursion to the island’s top spots the Blue hole or Secrets Falls....

6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$96

Private Roundtrip Transportation to Martha Brae Rafting

We will transport you safely and comfortably to the Martha Brae Rafting experience. Here you can raft the enchanting Martha Brae River (at your expense) …More

Montego Bay, Jamaica

5.0 (36)

Private Roundtrip Transportation to Martha Brae Rafting

We will transport you safely and comfortably to the Martha Brae Rafting experience. Here you can raft the enchanting Martha Brae River (at your expense)...

60 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (36)

from
$37

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?