Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one …More

5.0 (2)

Charter Full day Fajardo to Vieques

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one...

7 hours 30 minutes Free Cancellation

5.0 (2)

from
$1,520

ATV or Buggy Safari with Tastings and Swim Stops from Punta Cana

Join us for a unique adventure in the Dominican Republic. We stand out by offering an exciting mix of fun, culture, and nature. Ride our …More

Punta Cana, Dominican Republic

5.0 (2)

ATV or Buggy Safari with Tastings and Swim Stops from Punta Cana

Join us for a unique adventure in the Dominican Republic. We stand out by offering an exciting mix of fun, culture, and nature. Ride our...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$25

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

5.0 (2)

Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

5.0 (2)

from
$3,725

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach, …More

Kingston, Jamaica

5.0 (2)

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach,...

5 hours Free Cancellation

5.0 (2)

from
$275

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours …More

Sainte-Luce, Martinique

5.0 (2)

Private Tour: Southern Martinique by Prestige Vehicle

The best of the South in an unforgettable stopover Experience a digest of emotions: from the history of rum at Distillerie Trois-Rivières to the flavours...

6 hours Hotel pickup offered

5.0 (2)

from
$287

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey …More

Falmouth, Jamaica

5.0 (2)

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Jenelle In Faith Transport Group Scenic Tour in Barbados

The tour is for 5 hours it includes two stops at 45 minutes each, the stops is at the Barbados Wildlife Reserve .On this tour …More

Speightstown, Barbados

5.0 (2)

Jenelle In Faith Transport Group Scenic Tour in Barbados

The tour is for 5 hours it includes two stops at 45 minutes each, the stops is at the Barbados Wildlife Reserve .On this tour...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

Secret Spots in North Puerto Rico: Self Guided Tour

Unlock the most spectacular spots locals love — and tourists miss completely. From crystal-clear beaches and scenic rivers to legendary landmarks and off-the-map natural escapes. …More

5.0 (2)

Secret Spots in North Puerto Rico: Self Guided Tour

Unlock the most spectacular spots locals love — and tourists miss completely. From crystal-clear beaches and scenic rivers to legendary landmarks and off-the-map natural escapes....

3 days

5.0 (2)

from
$5

At Amanda's 876 Adventures, we don’t just offer tours we deliver authentic, personalized Jamaican experiences that go beyond the typical tourist route. Your locally guided …More

Runaway Bay, Jamaica

5.0 (2)

Portland Jamaica Private Day Tour

At Amanda's 876 Adventures, we don’t just offer tours we deliver authentic, personalized Jamaican experiences that go beyond the typical tourist route. Your locally guided...

8 to 12 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$320

Full Day Island Tour with Hawaiian Leis theme

"This tour offers an authentic Grenadian experience, allowing you to interact with locals while enjoying the island's natural beauty. You will have a wonderful opportunity …More

St. George's, Grenada

5.0 (2)

Full Day Island Tour with Hawaiian Leis theme

"This tour offers an authentic Grenadian experience, allowing you to interact with locals while enjoying the island's natural beauty. You will have a wonderful opportunity...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short …More

5.0 (2)

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short...

4 hours Free Cancellation

5.0 (2)

from
$900

Bamboo Rafting and shopping in Ochi rios

This is a local tour where you interact the locals. Peaceful&Scenic Expreience You float slowly down calm rivers (like the white river in ochi rios …More

Runaway Bay, Jamaica

5.0 (2)

Bamboo Rafting and shopping in Ochi rios

This is a local tour where you interact the locals. Peaceful&Scenic Expreience You float slowly down calm rivers (like the white river in ochi rios...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$67

Private ATV Ride and Bamboo Rafting Adventure In Jamaica

Get ready for the ultimate Jamaican adventure that blends excitement with relaxation! Kick off your day with a thrilling ATV ride through Jamaica's scenic countryside, …More

Montego Bay, Jamaica

5.0 (2)

Private ATV Ride and Bamboo Rafting Adventure In Jamaica

Get ready for the ultimate Jamaican adventure that blends excitement with relaxation! Kick off your day with a thrilling ATV ride through Jamaica's scenic countryside,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$259

ATV Safari and Horseback Riding Adventure Combo Tour Montego Bay

From rugged off-road trails to a peaceful ride along the Caribbean coastline, this experience delivers action, beauty, and unforgettable memories — all in one epic …More

Montego Bay, Jamaica

5.0 (2)

ATV Safari and Horseback Riding Adventure Combo Tour Montego Bay

From rugged off-road trails to a peaceful ride along the Caribbean coastline, this experience delivers action, beauty, and unforgettable memories — all in one epic...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$63

Blue Hole Falls & River Tubing Tour Ocho Rios(Entry fee included)

Combine a visit to Blue Hole and Secret Falls with a river tubing excursion down the White River with this private tour. You’ll spend time …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole Falls & River Tubing Tour Ocho Rios(Entry fee included)

Combine a visit to Blue Hole and Secret Falls with a river tubing excursion down the White River with this private tour. You’ll spend time...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$115

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic …More

5.0 (2)

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic...

7 hours Hotel pickup offered

5.0 (2)

from
$160

Montego Bay Nightlife and Clubbing at Lounge 27 27 Pier 1 Taboo

Get ready for an unforgettable night out in Montego Bay! This private nightlife tour takes you to the city’s hottest spots—Lounge 27/27, the iconic Pier …More

5.0 (2)

Montego Bay Nightlife and Clubbing at Lounge 27 27 Pier 1 Taboo

Get ready for an unforgettable night out in Montego Bay! This private nightlife tour takes you to the city’s hottest spots—Lounge 27/27, the iconic Pier...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$55

Set out on an unforgettable evening of fishing and adventure! This Kayak Fishing Trip blends the thrill of bottom fishing with the peaceful beauty of …More

5.0 (2)

Aruba Kayak Fishing Tour

Set out on an unforgettable evening of fishing and adventure! This Kayak Fishing Trip blends the thrill of bottom fishing with the peaceful beauty of...

3 hours Free Cancellation

5.0 (2)

from
$200

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?