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

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing …More

Cruz Bay, US Virgin Islands

4.7 (32)

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing...

6 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$1,050

Pizza Pi Shuttle (Official) - Jet Ski Trip St Thomas

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet …More

4.7 (21)

Pizza Pi Shuttle (Official) - Jet Ski Trip St Thomas

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet...

90 to 150 minutes Free Cancellation

4.7 (21)

from
$269

El Yunque Rainforest Tour with Waterslides and Beach

This tour is perfect if you are traveling for the first time to our beautiful island. You will have a chance to experience our culture …More

4.7 (28)

El Yunque Rainforest Tour with Waterslides and Beach

This tour is perfect if you are traveling for the first time to our beautiful island. You will have a chance to experience our culture...

6 to 7 hours Free Cancellation

4.7 (28)

from
$79

Private Half-Day Guided Snorkeling Charter in St. Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

5.0 (50)

Private Half-Day Guided Snorkeling Charter in St. Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

4 hours

5.0 (50)

from
$2,540

Depart St. Thomas or meet up at St. John for a visit to the smallest of the US Virgin Islands. Take in the history of …More

Cruz Bay, US Virgin Islands

4.4 (84)

St John Island Sightseeing Tour

Depart St. Thomas or meet up at St. John for a visit to the smallest of the US Virgin Islands. Take in the history of...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (84)

from
$66

"A Truly Amazing Race"!! The Fantastic St. Thomas Race is a unique hybrid of a sightseeing tour and interactive mystery novel around Charlotte Amalie. Our …More

4.9 (78)

Fantastic St. Thomas Race

"A Truly Amazing Race"!! The Fantastic St. Thomas Race is a unique hybrid of a sightseeing tour and interactive mystery novel around Charlotte Amalie. Our...

2 hours 30 minutes Free Cancellation

4.9 (78)

from
$67

Nude Naturist Catamaran Boat Luxury Charter in St Maarten

Fabulous day sailing on our luxury 48 feet catamaran. SXM ISLAND TOUR We will sail around St Maarten/Saint-Martin. Stops at Long bay La Samana, Happy …More

4.9 (55)

Nude Naturist Catamaran Boat Luxury Charter in St Maarten

Fabulous day sailing on our luxury 48 feet catamaran. SXM ISLAND TOUR We will sail around St Maarten/Saint-Martin. Stops at Long bay La Samana, Happy...

9 hours Free Cancellation

4.9 (55)

from
$255

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

4.7 (24)

Rockland Bird Sanctuary Private Tour

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

4.7 (24)

from
$86

Negril 7 Miles Beach and Rick's Cafe Tour

Booking your Negril 7 Mile Beach and Rick’s Café tour with Ultimate Excursions Tours and Taxi Service guarantees an unforgettable day filled with beauty, fun, …More

Lucea, Jamaica

5.0 (19)

Negril 7 Miles Beach and Rick's Cafe Tour

Booking your Negril 7 Mile Beach and Rick’s Café tour with Ultimate Excursions Tours and Taxi Service guarantees an unforgettable day filled with beauty, fun,...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$65

Saona Island Tour – Caribbean All Inclusive Escape

Discover the magic of Saona Island, the Caribbean paradise that awaits you Dream Beaches: Relax on white sands, swim in turquoise waters and let yourself …More

Punta Cana, Dominican Republic

4.7 (14)

Saona Island Tour – Caribbean All Inclusive Escape

Discover the magic of Saona Island, the Caribbean paradise that awaits you Dream Beaches: Relax on white sands, swim in turquoise waters and let yourself...

10 hours Hotel pickup offered Free Cancellation

4.7 (14)

from
$89

Coco Bongo Punta Cana with Open Bar and Hotel or Resort Pickup

Are you in Punta Cana? Want to get some Punta Cana night life? Then is Coco Bongo Time. We pick up from most hotels in …More

Punta Cana, Dominican Republic

4.2 (17)

Coco Bongo Punta Cana with Open Bar and Hotel or Resort Pickup

Are you in Punta Cana? Want to get some Punta Cana night life? Then is Coco Bongo Time. We pick up from most hotels in...

4 to 6 hours Hotel pickup offered Free Cancellation

4.2 (17)

from
$99

YS Falls, Black River Safari, and Floyd's Pelican Bar Day-Trip (Transportation)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its …More

Montego Bay, Jamaica

4.9 (17)

YS Falls, Black River Safari, and Floyd's Pelican Bar Day-Trip (Transportation)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$67

Montego Bay: River Tubing & Beach Club Lunch

Float down the Rio Bueno on an inner tube before relaxing at Bamboo Beach Club with an included tapas lunch and cocktails from Montego Bay. …More

Montego Bay, Jamaica

4.7 (179)

Montego Bay: River Tubing & Beach Club Lunch

Float down the Rio Bueno on an inner tube before relaxing at Bamboo Beach Club with an included tapas lunch and cocktails from Montego Bay....

5 hours Hotel pickup offered Free Cancellation

4.7 (179)

from
$109

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

YS Falls, Black River Safari, Appleton Rum Tour OR Pelican Bar (Choose Up to 3)

PRIVATE TOUR. [Choose Up to 3 ATTRACTIONS] Take a tour down to the South Coast of Jamaica and explore its natural beauty on a private …More

Lucea, Jamaica

4.9 (92)

YS Falls, Black River Safari, Appleton Rum Tour OR Pelican Bar (Choose Up to 3)

PRIVATE TOUR. [Choose Up to 3 ATTRACTIONS] Take a tour down to the South Coast of Jamaica and explore its natural beauty on a private...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (92)

from
$195

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the …More

Willemstad, Curacao

5.0 (20)

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$320

Island Discovery Tour Orient & Maho Beach

Disembark your cruise ship, board your comfortable airconditioned vehicle and allow our friendly guides to stir you into a tropical state of mind on this …More

4.5 (121)

Island Discovery Tour Orient & Maho Beach

Disembark your cruise ship, board your comfortable airconditioned vehicle and allow our friendly guides to stir you into a tropical state of mind on this...

6 hours Hotel pickup offered Free Cancellation

4.5 (121)

from
$55

ATV off road adventure with water cave, beach and coffee tasting

Combine several different adventure activities on a half-day tour from Punta Cana. Hop aboard a powerful all-terrain vehicle, built for the rugged terrain of the …More

Punta Cana, Dominican Republic

4.9 (14)

ATV off road adventure with water cave, beach and coffee tasting

Combine several different adventure activities on a half-day tour from Punta Cana. Hop aboard a powerful all-terrain vehicle, built for the rugged terrain of the...

3 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$42

Small Group: Half-Day Cultural Tour of Punta Cana

This tour allows you to see the 'real' Dominican Republic, outside of the resorts. Excursion aboard a safari truck led by a tour guide, a …More

Punta Cana, Dominican Republic

4.6 (31)

Small Group: Half-Day Cultural Tour of Punta Cana

This tour allows you to see the 'real' Dominican Republic, outside of the resorts. Excursion aboard a safari truck led by a tour guide, a...

6 hours Hotel pickup offered Free Cancellation

4.6 (31)

from
$79

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

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?