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 →

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling, …More

5.0 (70)

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling,...

4 hours Free Cancellation

5.0 (70)

from
$925

With 3 epic stops in the horizon, all that's needed is for you to select your vehicle & we are off to the races! Rip …More

5.0 (278)

Island ATV and Buggy Tour

With 3 epic stops in the horizon, all that's needed is for you to select your vehicle & we are off to the races! Rip...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (278)

from
$198

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke …More

5.0 (308)

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke...

8 hours

5.0 (308)

from
$360

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow …More

4.9 (96)

USVI Private Boat Charter Adventure

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow...

8 hours Free Cancellation

4.9 (96)

from
$1,500

Let us show you how amazing things that are made locally by local family Visit an Aloe Vera Factory exported to the world , Tour …More

Palm - Eagle Beach, Aruba

4.8 (262)

Made in Aruba Sightseeing Tour

Let us show you how amazing things that are made locally by local family Visit an Aloe Vera Factory exported to the world , Tour...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (262)

from
$72

Get ready for brand-new thrills! Driving a UTV and getting in a Jeep will give you the ultimate adventure while you exploring Aruba's amazing outback. …More

Palm - Eagle Beach, Aruba

5.0 (137)

UTV and Jeep Island Adventure Mix Up

Get ready for brand-new thrills! Driving a UTV and getting in a Jeep will give you the ultimate adventure while you exploring Aruba's amazing outback....

4 hours Hotel pickup offered Free Cancellation

5.0 (137)

from
$305

Enjoy a 3 hours private tour of the highlights of Aruba. This tour is meant for up to 15 people and is one of the …More

Palm - Eagle Beach, Aruba

4.8 (87)

Private Tour: Essential Tour of Aruba

Enjoy a 3 hours private tour of the highlights of Aruba. This tour is meant for up to 15 people and is one of the...

3 hours Hotel pickup offered Free Cancellation

4.8 (87)

from
$250

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history …More

4.9 (83)

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history...

2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$211

El Yunque Rainforest Hike with Transport from San Juan

The hiking trail is considered to be moderately difficult (Level 4 of 5). You’ll hike up 500 feet at a 40-degree incline. After the roughly …More

Isla Verde, Puerto Rico

5.0 (165)

El Yunque Rainforest Hike with Transport from San Juan

The hiking trail is considered to be moderately difficult (Level 4 of 5). You’ll hike up 500 feet at a 40-degree incline. After the roughly...

6 hours Hotel pickup offered Free Cancellation

5.0 (165)

from
$125

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call …More

5.0 (441)

6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call...

6 hours

5.0 (441)

from
$280

The Best of St Thomas Private Sightseeing Tour

For the BEST private sightseeing tour combo in St. Thomas look no further! Explore all that St. Thomas has to offer with just you and …More

Cruz Bay, US Virgin Islands

4.9 (387)

The Best of St Thomas Private Sightseeing Tour

For the BEST private sightseeing tour combo in St. Thomas look no further! Explore all that St. Thomas has to offer with just you and...

6 hours Hotel pickup offered Free Cancellation

4.9 (387)

from
$695

Rainforest Zipline, Luquillo Beach, and Natural Springs Day Trip

You get to see the many beautiful places and scenery that Puerto Rico has to offer. We will provide you the best transportation service and …More

Luquillo, Puerto Rico

4.8 (105)

Rainforest Zipline, Luquillo Beach, and Natural Springs Day Trip

You get to see the many beautiful places and scenery that Puerto Rico has to offer. We will provide you the best transportation service and...

8 hours Hotel pickup offered Free Cancellation

4.8 (105)

from
$200

The Curacao Private Beach Hopping / Snorkeling Tour

Visit amazing spots around the island, driving not only in the city but also on off-road routes so that you get to see the amazing …More

Willemstad, Curacao

5.0 (219)

The Curacao Private Beach Hopping / Snorkeling Tour

Visit amazing spots around the island, driving not only in the city but also on off-road routes so that you get to see the amazing...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (219)

from
$110

Private All Inclusive Speedboat to Soufriere with Lunch, Mud Bath & Waterfall

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano …More

Anse La Raye, St Lucia

5.0 (50)

Private All Inclusive Speedboat to Soufriere with Lunch, Mud Bath & Waterfall

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (50)

from
$125

We offer an exiciting, educational and comprehensive view of the island. We cover the highlights of the island's major sites - a drive-through of the …More

4.8 (593)

The Grand Tour of St. Kitts

We offer an exiciting, educational and comprehensive view of the island. We cover the highlights of the island's major sites - a drive-through of the...

5 hours Hotel pickup offered Free Cancellation

4.8 (593)

from
$75

The Grand Circle 12-Hour All-Inclusive Island Experience

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour …More

Speyside, Trinidad and Tobago

5.0 (397)

The Grand Circle 12-Hour All-Inclusive Island Experience

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour...

10 to 12 hours Free Cancellation

5.0 (397)

from
$350

AMBER COVE-TAINO BAY 7 Damajagua Waterfalls + Locale Food

Welcome to Damajaguas, the most Spectacular series of Water Falls and Canyons at Puerto Plata. 7 Water Falls is for all the Family. After a …More

Puerto Plata, Dominican Republic

4.8 (368)

AMBER COVE-TAINO BAY 7 Damajagua Waterfalls + Locale Food

Welcome to Damajaguas, the most Spectacular series of Water Falls and Canyons at Puerto Plata. 7 Water Falls is for all the Family. After a...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (368)

from
$60

Colors & Flavors: City, Culture & Authentic Blue Curaçao Tasting

Discover the Colors & Flavors of Curaçao! Get ready for an unforgettable adventure through Curaçao’s most breathtaking sights and cultural gems! Begin with a scenic …More

Willemstad, Curacao

4.6 (117)

Colors & Flavors: City, Culture & Authentic Blue Curaçao Tasting

Discover the Colors & Flavors of Curaçao! Get ready for an unforgettable adventure through Curaçao’s most breathtaking sights and cultural gems! Begin with a scenic...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (117)

from
$65

Punta Cana: 3-in-1 Hidden Waterfall, Boat Tour & Mountain Views

Why choose just one excursion when you can experience three of the Dominican Republic's most spectacular natural wonders in a single day? This 3-in-1 adventure …More

Punta Cana, Dominican Republic

4.7 (354)

Punta Cana: 3-in-1 Hidden Waterfall, Boat Tour & Mountain Views

Why choose just one excursion when you can experience three of the Dominican Republic's most spectacular natural wonders in a single day? This 3-in-1 adventure...

10 hours Hotel pickup offered Free Cancellation

4.7 (354)

from
$149

Punta Cana: ATV Adventure, Water Cave, and Macao Beach Tour

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

Punta Cana, Dominican Republic

4.8 (414)

Punta Cana: ATV Adventure, Water Cave, and Macao Beach Tour

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

4 hours Hotel pickup offered Free Cancellation

4.8 (414)

from
$43

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?