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 →

Taino Indian Cave, Arecibo Hike and Beach Tour from San Juan

This day trip is guaranteed to make your stay in the island unforgettable. This tour has adrenaline and adventure, history and archeology, beautiful scenery and …More

5.0 (467)

Taino Indian Cave, Arecibo Hike and Beach Tour from San Juan

This day trip is guaranteed to make your stay in the island unforgettable. This tour has adrenaline and adventure, history and archeology, beautiful scenery and...

6 hours Free Cancellation

5.0 (467)

from
$125

Cruise along the West Coast of St. Lucia on this 2-hour Sunset Cruise! Onboard one of our Spacious Catamarans, enjoy St Lucia's famous and beautiful …More

Choc, St Lucia

4.7 (205)

Champagne Sunset Sail in St. Lucia

Cruise along the West Coast of St. Lucia on this 2-hour Sunset Cruise! Onboard one of our Spacious Catamarans, enjoy St Lucia's famous and beautiful...

2 hours Hotel pickup offered Free Cancellation

4.7 (205)

from
$75

Luxury Lagoon Cruise with Onboard Chef and Signature Cocktails

The Luxury Lagoon Cruise allows you to cruise along Aruba’s Southern Coast aboard our Teak Schooner. While cruising, join us by the bar for a …More

4.9 (295)

Luxury Lagoon Cruise with Onboard Chef and Signature Cocktails

The Luxury Lagoon Cruise allows you to cruise along Aruba’s Southern Coast aboard our Teak Schooner. While cruising, join us by the bar for a...

5 hours Free Cancellation

4.9 (295)

from
$149

Adventure Trail Tour in the foothills of the National Rainforest

This activity allows you to enjoy nature while having a fun and safe adventure. It is an activity that children from 8 years old can …More

Luquillo, Puerto Rico

5.0 (98)

Adventure Trail Tour in the foothills of the National Rainforest

This activity allows you to enjoy nature while having a fun and safe adventure. It is an activity that children from 8 years old can...

1 hour Free Cancellation

5.0 (98)

from
$110

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its …More

4.9 (252)

Discover Old San Juan Rich Heritage

Stroll through the cobblestone streets of Old San Juan, where you'll visit historic forts, churches, and plazas. Learn about the city's colonial past and its...

2 hours Free Cancellation

4.9 (252)

from
$45

St Kitts Shore Excursion: Nevis Beach Getaway

Maximize your time in St Kitts-Nevis with this upscale beach transfer. Tantalizingly close, Nevis can be difficult or expensive to reach for cruisers to St …More

4.5 (147)

St Kitts Shore Excursion: Nevis Beach Getaway

Maximize your time in St Kitts-Nevis with this upscale beach transfer. Tantalizingly close, Nevis can be difficult or expensive to reach for cruisers to St...

5 hours Free Cancellation

4.5 (147)

from
$57

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If …More

5.0 (210)

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If...

2 hours Hotel pickup offered Free Cancellation

5.0 (210)

from
$145

This Nassau sunset dinner cruise is a truly unique experience. Relax in a casual atmosphere on a sailing catamaran while sitting on the nets or …More

Nassau, Bahamas

4.4 (435)

Nassau Sunset Dinner Cruise

This Nassau sunset dinner cruise is a truly unique experience. Relax in a casual atmosphere on a sailing catamaran while sitting on the nets or...

2 hours Free Cancellation

4.4 (435)

from
$103

3-Hour Buggy Tour of New Providence (Inclusive of water & local deserts)

Every individual driver must 25 years old in order to partake as the main driver of one of the vehicles. You are also required to …More

Nassau, Bahamas

4.8 (81)

3-Hour Buggy Tour of New Providence (Inclusive of water & local deserts)

Every individual driver must 25 years old in order to partake as the main driver of one of the vehicles. You are also required to...

180 to 210 minutes Hotel pickup offered Free Cancellation

4.8 (81)

from
$250

Bioluminescent Boat Tour in Mosquito Bay, Vieques

The Mosquito Bay in Vieques holds the prestigious title of being the brightest among the five bioluminescent bays recognized by The Guinness Book of World …More

Vieques, Puerto Rico

4.7 (232)

Bioluminescent Boat Tour in Mosquito Bay, Vieques

The Mosquito Bay in Vieques holds the prestigious title of being the brightest among the five bioluminescent bays recognized by The Guinness Book of World...

40 minutes Free Cancellation

4.7 (232)

from
$85

Private All Inclusive East Coast Keys Tour and Snorkel Experience

This is the best private experience package on the northeast coast of Puerto Rico. Explore the beauty of Icacos, Palomino & Palominito Islands with our …More

Fajardo, Puerto Rico

4.9 (454)

Private All Inclusive East Coast Keys Tour and Snorkel Experience

This is the best private experience package on the northeast coast of Puerto Rico. Explore the beauty of Icacos, Palomino & Palominito Islands with our...

4 hours Free Cancellation

4.9 (454)

from
$739

Explore Aruba's rugged northern coastline on an exciting 1-hour and 40-minute off-road adventure! Drive your own electric EZ Raider following your local guide through scenic …More

5.0 (235)

Aruba EZ Raider North Coast Adventure

Explore Aruba's rugged northern coastline on an exciting 1-hour and 40-minute off-road adventure! Drive your own electric EZ Raider following your local guide through scenic...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (235)

from
$95

Round Trip Transportation: San Juan to the Ceiba Ferry Terminal

**FERRY TICKETS TO CULEBRA OR VIEQUES ARE NOT INCLUDED AND ARE SOLD SEPARATELY** Skip the hassle and cost of getting to and from the Ceiba …More

Isla Verde, Puerto Rico

4.4 (69)

Round Trip Transportation: San Juan to the Ceiba Ferry Terminal

**FERRY TICKETS TO CULEBRA OR VIEQUES ARE NOT INCLUDED AND ARE SOLD SEPARATELY** Skip the hassle and cost of getting to and from the Ceiba...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.4 (69)

from
$45

Aruba Natural Wonders Caves and Natural Pool Jeep Tour

Venture into Aruba’s wild side on a guided off-road safari. Navigate rugged trails to the Ayo Rock Formation, explore ancient Indian Caves, and dive into …More

Palm - Eagle Beach, Aruba

4.8 (228)

Aruba Natural Wonders Caves and Natural Pool Jeep Tour

Venture into Aruba’s wild side on a guided off-road safari. Navigate rugged trails to the Ayo Rock Formation, explore ancient Indian Caves, and dive into...

4 to 6 hours Hotel pickup offered Free Cancellation

4.8 (228)

from
$87

Full-Day Tour: El Yunque, Luquillo Beach, Bio Bay Night Kayaking

Weight limit is 240 lbs. per person. Our tour guide will meet you at your hotel or location, (contact us for confirmation). Exposition regarding our …More

Luquillo, Puerto Rico

4.5 (93)

Full-Day Tour: El Yunque, Luquillo Beach, Bio Bay Night Kayaking

Weight limit is 240 lbs. per person. Our tour guide will meet you at your hotel or location, (contact us for confirmation). Exposition regarding our...

10 hours Hotel pickup offered Free Cancellation

4.5 (93)

from
$155

Aruba Glass Bottom Kayak Tour through the Mangrove Forest

Mangrove Forest Tour: Embark on a serene journey through pristine waters, where you'll glide above lively coral reefs in search of the sea life gracefully …More

4.7 (213)

Aruba Glass Bottom Kayak Tour through the Mangrove Forest

Mangrove Forest Tour: Embark on a serene journey through pristine waters, where you'll glide above lively coral reefs in search of the sea life gracefully...

90 to 120 minutes Free Cancellation

4.7 (213)

from
$70

Half or Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamaran and explore the very best of …More

5.0 (155)

Half or Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamaran and explore the very best of...

3 hours 30 minutes Free Cancellation

5.0 (155)

from
$895

Adventure Antigua - The Xtreme Circumnavigation tour

The Xtreme Circumnavigation tour is a full day boat tour on our 45ft powerboat that goes right around the entire coastline of Antigua - make …More

4.9 (1,107)

Adventure Antigua - The Xtreme Circumnavigation tour

The Xtreme Circumnavigation tour is a full day boat tour on our 45ft powerboat that goes right around the entire coastline of Antigua - make...

330 to 360 minutes Free Cancellation

4.9 (1,107)

from
$248

San Juan Snorkeling Tour with Fish & Turtles - Best Facilities

Discover the underwater treasures of San Juan with Scuba Dogs at Escambrón Marine Park! Explore a vibrant Caribbean ecosystem filled with tropical fish, fascinating underwater …More

4.8 (206)

San Juan Snorkeling Tour with Fish & Turtles - Best Facilities

Discover the underwater treasures of San Juan with Scuba Dogs at Escambrón Marine Park! Explore a vibrant Caribbean ecosystem filled with tropical fish, fascinating underwater...

2 hours Free Cancellation

4.8 (206)

from
$45

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/ …More

5.0 (253)

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/...

3 hours Free Cancellation

5.0 (253)

from
$550

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?