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”.
Nissan St. Thomas When drivers, their cars, and their communities are in sync, our world becomes a better place. Discover driving that's smarter, safer, easier, and absolutely thrilling. Visit their dealership in St. Thomas. Did you know Nissan is one of the world's largest electric vehicle manufacturers. They also sell used cars in conjunction with Drive Green VI.
★ Cool factor: They sell new, used and all-electric vehicles Visit site
Electric Stand-Up Scooter Rentals Say hello to your portable ride for quick island exploration between Havensight docks and downtown Charlotte Amalie in Saint Thomas, US Virgin Islands. The most efficient way to cruise the sidewalks. Your sleek, speedy island companion. Hop on, zip around, and make the most of your island getaway.
★ Cool factor: The quickest way to zip to downtown Visit site
Virgin Port Services is the premier port agency in the US Virgin Islands. Their professional and knowledgeable staff provides exceptional service to Cruise Ships and Yachts.
★ Cool factor: The owner is an avid tennis player. Visit site
The Cozumel Coral Reef Restoration Program has the objective to restore coral reefs, promote research and marine educational programs. If you participate, not only will you learn to scuba, you will get the Coral Reef Restoration diploma and will become a volunteer in the coral restoration efforts in Cozumel.
★ Cool factor: You get to participate! Visit site
Car Rental STX specializes in providing you the best car rental rates in St. Croix, US Virgin Islands. Secure your car rental on Saint Croix USVI before you arrive.
★ Cool factor: Best rates on island! Visit site
The VI Cat specializes in Catamaran sailing, snorkeling excursions, parties, team building events, weddings and corporate events. They have a great relationship with locals, hotel guests and Cruise Ship passengers. The VI Cat can help you plan any of the above events including Sunset Sails, Turtle Cove Sail and Snorkeling Adventures, St. John Catamaran Sailing Adventures, Catamaran Snorkeling Adventures that can include a Beach BBQ or an onboard buffet.
★ Cool factor: Brand new state-of-the-art 54' Gold Coast Sailing Catamaran 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.
Round-trip transportation from San Juan to a guided bioluminescent bay kayak tour.
★ Cool factor: door-to-door from San Juan, no rental car needed Book here
A guided tour through Basseterre and out to a St. Kitts beach, combining a bit of the capital with a bit of sand and sea.
★ Cool factor: capital and coastline in one trip Book hereRide an underwater scooter along Playa Piskadó, one of Curaçao's most reliable sea turtle sightings.
★ Cool factor: no scuba certification needed Book hereA guided tour and tasting at Jamaica's oldest continually operating rum estate.
★ Cool factor: taste rum from an estate distilling since 1749 Book here
A guided tour of Nevis's old plantation sites and colonial history, including a ferry crossing from St. Kitts.
★ Cool factor: sister-island history, ferry included Book here
Cover more ground (and coastline) with an extended jet ski run out of Antigua.
★ Cool factor: 90 minutes on the water 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 — Caribbean vacation - St.Kitts Water Sports
📍 Guadeloupe — Exist - Guadeloupe
📍 Antigua and Barbuda — Visit Antigua and Barbuda - The beach is just the beginning...
📍 Bonaire — This is Bonaire (4k) - Pride of the Dutch Caribbean
📍 Cozumel — Top Things to do in Cozumel, Mexico
📍 St Martin — St Maarten Tourism Bureau - 50th Years Carnival Promo video
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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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