One directory for the whole Caribbean — 27 islands, handpicked local gems, travel stories, island radio and the kind of tips you only get from people who live here.
Every island opens into its own guide — tours you can book, the top things to do, fun facts, local businesses and live weather.
No islands match that search yet — try another name or clear the box.
Each island page is a living guide you can actually use to plan — and book — your trip, gathered from a network built by people on the ground.
Book experiences directly, island by island.
The must-sees, ranked by locals.
Language, food, geography, history.
Tune in and listen while you browse.
See the destination before you go.
Up-to-the-minute island forecasts.
Real shots and live social updates.
Local initiatives worth supporting.
Island stations, curated for wherever you are right now.
Car rentals, villas, restaurants and tour operators across the islands — each one earns its place with a “Cool Factor”.
Fiberworx is Aruba's number one surfshop. If you ever need any kind of mountain bike, board, sail, kite, or need to pimp up your gear, Fiberworx is the place to get it. They will help you choose the best product and give you professional advice about all our products.
★ Cool factor: They can pimp up your ride Visit site
The Jamaica Environment Trust (JET) has a small and vibrant team. They were formed in 1991 by a group of citizens concerned about the state of Jamaica's natural environment. They are a non-profit, non-governmental membership organization based in the Kingston and St. Andrew area, but their projects are implemented all over the island.
★ Cool factor: Jamaica's longest running environmental education program. Visit site
BVI. Discovering the beauty of BVI is all about uncovering the unique character of each island in this unspoiled volcanic archipelago. From the culture and history of BVI's four largest islands to the pristine natural splendor of more then 50 smaller isles, every place you drop anchor offers its own special magic.
★ Cool factor: Balmy trade winds year-round Visit site
Greening the Caribbean launched with the mission of protecting the environment and preserving human health in the Caribbean - one island at a time - starting in Saint Lucia. Their waste-to-landfill minimization and recycling services is reducing the environmental harm in St. Lucia. In the near future these serves will be available in other Caribbean small island developing states.
★ Cool factor: Preserving human health in the Caribbean Visit site
Premier Destination Services is the DMC (Destination Managment Company) in St. Thomas and St. John, US Virgin Islands and specializes in service management for corporate groups and incentive groups whether it's group-travel, accommodation or corporate-entertainment. Experience the Best these Caribbean islands have to offer!
★ Cool factor: Serves both St. Thomas and St. John Visit site
St. Kitts Intoxicating natural beauty, sunny skies, warm waters, and white sandy beaches combine to make St. Kitts one of the most seductive spots in the Caribbean. Its strategic location and valuable sugar trade led to an advanced and luxurious development that was among the best in the Colonial Caribbean.
★ Cool factor: More than a quarter of its land is a National Park Visit siteJoin a network of 70+ Caribbean sites and put your service in front of travellers planning their trip right now.
Thrive in the Caribbean →Practical, lived-in advice from travellers and locals — the stuff that makes a trip go smoothly.
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Continue readingReal excursions, real islands, zero guesswork — the sails, snorkels and lobster lunches worth building a vacation day around, picked for crews with kids in tow.
A guided hike up dormant Mount Liamuiga, St. Kitts's volcanic highest point.
★ Cool factor: hike a dormant volcano Book here
A popular, highly-rated excursion in Jamaica, ready to book directly.
★ Cool factor: highly rated by travelers Book here
A guided night kayak paddle through St. Croix's glowing bioluminescent bay.
★ Cool factor: the water glows around your paddle Book here
Get in the water and see St. Thomas's reef life up close.
★ Cool factor: reef time included Book here
A guided hike to Annaly Bay's dramatic natural tide pools on St. Croix's rugged north shore.
★ Cool factor: natural tide pools carved into the coastline Book hereA guided visit through the grounds and production rooms of the Depaz rum distillery.
★ Cool factor: walk the grounds of a rum estate rebuilt after Mont Pelée's eruption Book hereCompare flight prices and book direct with the airline.
Tips by Liz Strauss, an experienced traveler and piano entertainer. www.lizpiano.com · Disclosure
See the destination before you go.
📍 St Kitts — St. Kitts Island Guide
📍 St Croix — Welcome to St. Croix US Virgin Islands | Where to Stay, Eat, and Play!
📍 Martinique — Best Things To Do in Martinique 2026 4K
📍 Anguilla — 10 Best Places to Visit in Anguilla 4K HD Travel Exposure
📍 Virgin Gorda — The Baths of Virgin Gorda [BVI’s Most Breathtaking Adventure]
📍 St John — Beach Bar St. John Webcam
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The CoolestCarib Directory is your portal to the enchanting world of the Caribbean Islands and their array of tourist services, spanning a network of over 60 Caribbean tourist websites. At CoolestCarib.com, you can book tours & activities and browse articles on Caribbean vacation planning. We also champion Caribbean businesses, offering a comprehensive package for revealing their services to Caribbean tourists.
Every island page includes:
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