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 →

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take …More

4.8 (415)

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take...

8 hours 30 minutes Free Cancellation

4.8 (415)

from
$378

No1SXM Day Sailing Experience in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west …More

4.9 (153)

No1SXM Day Sailing Experience in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west...

5 hours 30 minutes Free Cancellation

4.9 (153)

from
$145

Full-Day Aruba Sightseeing island Tour with Baby Beach Swim

In 7 hours you will see the best that Aruba has to offer, this full-day tour is excellent for people that want to learn more …More

Oranjestad, Aruba

4.9 (273)

Full-Day Aruba Sightseeing island Tour with Baby Beach Swim

In 7 hours you will see the best that Aruba has to offer, this full-day tour is excellent for people that want to learn more...

7 hours Hotel pickup offered Free Cancellation

4.9 (273)

from
$85

St. Lucia Sulphur Springs Rejuvenating Mud Bath Tour

This exciting feature begins at your location point (hotel or cruise terminal). Join us as we traverse the beautiful west coast of St. Lucia. Our …More

Marigot Bay, St Lucia

4.8 (330)

St. Lucia Sulphur Springs Rejuvenating Mud Bath Tour

This exciting feature begins at your location point (hotel or cruise terminal). Join us as we traverse the beautiful west coast of St. Lucia. Our...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (330)

from
$105

That is a Unique Small-Group Tour guided by a knowledgeable, Local Bonaire resident who loves the Island with 28 points of interest. Why Shekhinah Tours is Different: Unlike …More

Kralendijk, Bonaire

4.8 (184)

North & South Tour with Local Guide

That is a Unique Small-Group Tour guided by a knowledgeable, Local Bonaire resident who loves the Island with 28 points of interest. Why Shekhinah Tours is Different: Unlike...

3 hours Hotel pickup offered Free Cancellation

4.8 (184)

from
$94

Aruba Island Sightseeing Tour Plus Arashi Beach Visit

Explore Aruba on land and in sea! From the comfort of an air-conditioned bus, your professional tour guide will show you some of the main …More

4.6 (92)

Aruba Island Sightseeing Tour Plus Arashi Beach Visit

Explore Aruba on land and in sea! From the comfort of an air-conditioned bus, your professional tour guide will show you some of the main...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (92)

from
$59

Aruba Safari Jeep Tour and Beach Adventure

Get ready for the ultimate off-road adventure! Explore Aruba’s rugged Northside on our thrilling 4x4 Jeep Safari, guided by one of our expert local tour …More

Palm - Eagle Beach, Aruba

4.9 (493)

Aruba Safari Jeep Tour and Beach Adventure

Get ready for the ultimate off-road adventure! Explore Aruba’s rugged Northside on our thrilling 4x4 Jeep Safari, guided by one of our expert local tour...

4 hours Hotel pickup offered Free Cancellation

4.9 (493)

from
$98

Find out why Puerto Rico is the Rum Capital of the world on this adults only immersive rum experience. You will start off by foot …More

4.9 (407)

Rum Craft Cocktail Tour in San Juan

Find out why Puerto Rico is the Rum Capital of the world on this adults only immersive rum experience. You will start off by foot...

2 hours Free Cancellation

4.9 (407)

from
$65

St Thomas Sea Turtle Snorkel Kayak Adventure Tour

Don't miss this unique small group kayak and snorkel tour! Avoid crowded tours on this half-day excursion. Snorkel in protected, calm waters with a guide …More

5.0 (62)

St Thomas Sea Turtle Snorkel Kayak Adventure Tour

Don't miss this unique small group kayak and snorkel tour! Avoid crowded tours on this half-day excursion. Snorkel in protected, calm waters with a guide...

4 hours Free Cancellation

5.0 (62)

from
$139

Ocho Rios Blue Hole and Dunn's River Falls Tour

You will get to visit two of the most exciting attractions in Jamaica within 4 hours. (All Entry Fees Included). You will be greeted by …More

Kingston, Jamaica

4.9 (433)

Ocho Rios Blue Hole and Dunn's River Falls Tour

You will get to visit two of the most exciting attractions in Jamaica within 4 hours. (All Entry Fees Included). You will be greeted by...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (433)

from
$74

Puerto Plata Highlights City Tours from amber cove and Taino bay

We will visit the Ambar Museum an excellent example of Victorian architecture that houses a unique collection of valuable Dominican amber samples experts say that …More

Puerto Plata, Dominican Republic

4.8 (324)

Puerto Plata Highlights City Tours from amber cove and Taino bay

We will visit the Ambar Museum an excellent example of Victorian architecture that houses a unique collection of valuable Dominican amber samples experts say that...

4 hours Hotel pickup offered Free Cancellation

4.8 (324)

from
$55

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them, …More

4.9 (158)

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them,...

8 hours Free Cancellation

4.9 (158)

from
$499

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)

Excellent customer service, friendly and knowledgeable crew. Affordable rate and fully customizable tours. …More

5.0 (114)

Half Day Snorkeling, Sightseeing & Island Hopping Private Charter (Afternoon)

Excellent customer service, friendly and knowledgeable crew. Affordable rate and fully customizable tours....

4 hours Free Cancellation

5.0 (114)

from
$1,600

Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the …More

Grand Cayman, Cayman Islands

5.0 (90)

Private Luxury HalfDay w/Jetski Stingray City, Snorkeling & Starfish Beach Tour

Avoid the crowds and join us on your own private boat with crew for an experience of a life time, from seeing the stingrays at the...

4 hours Free Cancellation

5.0 (90)

from
$1,600

Ride in comfort while exploring rural Barbados with a courteous, honest, friendly and well informed driver/guide. On this Barbados Half Day Private Tour, travelers will …More

4.9 (71)

Barbados Half Day Private Tour

Ride in comfort while exploring rural Barbados with a courteous, honest, friendly and well informed driver/guide. On this Barbados Half Day Private Tour, travelers will...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (71)

from
$196

San Juan Highlights: Private Driving Tour

Enjoy a personal and private introduction to the City of San Juan, the second-oldest European-founded settlement in the Americas and the oldest under US jurisdiction …More

4.8 (199)

San Juan Highlights: Private Driving Tour

Enjoy a personal and private introduction to the City of San Juan, the second-oldest European-founded settlement in the Americas and the oldest under US jurisdiction...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (199)

from
$315

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We …More

Marigot Bay, St Lucia

4.9 (120)

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We...

5 to 6 hours Free Cancellation

4.9 (120)

from
$140

Clearbottom Mangrove Kayak & Snorkel tour

Every tour sets off from Lac Cai Beach, the gateway to Bonaire's protected Lac Bay National Park. Because the mangrove forest is a delicate, protected …More

Kralendijk, Bonaire

4.8 (481)

Clearbottom Mangrove Kayak & Snorkel tour

Every tour sets off from Lac Cai Beach, the gateway to Bonaire's protected Lac Bay National Park. Because the mangrove forest is a delicate, protected...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (481)

from
$59

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried …More

5.0 (138)

The Tropical Treasure Hunt

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried...

3 hours Free Cancellation

5.0 (138)

from
$115

Half-Day Concord Waterfall and Chocolate Factory Tour

This is a remarkable half-day tour, showing you the very best of Grenada in a few hours. See St. George's, the prettiest capital town in the …More

St. George's, Grenada

4.8 (331)

Half-Day Concord Waterfall and Chocolate Factory Tour

This is a remarkable half-day tour, showing you the very best of Grenada in a few hours. See St. George's, the prettiest capital town in the...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (331)

from
$80

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?