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”.
Latitude 17 Scuba St. Croix. They specialize in personalized, private PADI dive instruction from Discover Scuba through Divemaster, and guided diving here on beautiful sunny St. Croix, US Virgin Islands. They have great diving year round with water temps from 77 degrees in the winter to 84 degrees in the summer.
★ Cool factor: Year round diving! Visit site
ScooterVI has been renting out scooters and motorcycles in beautiful St. Thomas, U.S. Virgin Islands since 2003. Thousands of visitors have toured their scenic Caribbean island on ScooterVI scooters and motorcycles. They provide a convenient means of transportation for cruise ship passengers, hotel guests, regular visitors, and those considering making St. Thomas their new or second home.
★ Cool factor: First tank of fuel FREE! Visit site
Fort Lauderdale Kitesurfing Co offers kitesurfing lessons in Pompano, Lauderdale By the Sea, Deerfield and Boca Raton. Kitesurfing is a mixture of paragliding, wakeboarding, surfing and windsurfing, so it appeals to a really large target group. Owner and instructor Graham Goodwin started running kitesurf-instruction courses as early as 1999. He guarantees you a safe start in this amazing sport for the entire family.
★ Cool factor: Free Lessons on every purchase Visit site
Thrifty Car Rental with a variety of cars with different models to choose from. All our cars have air - conditioning and they are very well maintained. Our Main Office is at Wayaca 33-F, and we have locations at the Airport International Reina Beatrix, Casa Del Mar Beach Resort, Playa Linda Beach Resort, The Mill Resort & Suites and Blue Residences.
★ Cool factor: Greatly discounted weekly rates Visit site
St. Croix Tours and Activities Visitors can explore historic sites like Christiansted National Historic Site, dive into the island's marine life with snorkeling and scuba diving excursions at Buck Island Reef National Monument, or immerse themselves in local culture through lively festivals and culinary tours. Adventurers can enjoy kayaking through serene mangroves, hiking through lush rainforests, or simply relaxing on picturesque beaches with crystal-clear waters. Whether you're seeking history, adventure, or relaxation, St. Croix has something to offer every traveler.
★ Cool factor: All tours can be booked online! Visit site
Villa Sol Y Luna consists of a beautifully designed 5,200 square feet, luxury 4 bedrooms property with spacious loft and 5 bathrooms, with the the most spectacular views from almost every window in the property as well as a large infinity pool and top of the line, 5 people capacity, hydro-massage hot tub.
★ Cool factor: House and double story cottage with infinity pool between. 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 rainforest hike followed by a stop at Luquillo's famous roadside food kiosks.
★ Cool factor: the only tropical rainforest in the U.S. National Forest System Book here
Reserve a beach chair ahead of time and skip the scramble for a spot.
★ Cool factor: guaranteed beach seating Book hereAn up-close dolphin encounter and marine park experience on Jamaica's north coast.
★ Cool factor: swim alongside dolphins in a protected cove Book here
See more of Dominican Republic than just the beach — a guided look at the island itself.
★ Cool factor: guided the whole way Book here
A boat cruise along the St. Kitts coastline with a stop to snorkel clear reef water.
★ Cool factor: cruise and snorkel in one outing Book hereA guided adventure excursion covering Grenada's waterfalls, rainforest and viewpoints.
★ Cool factor: waterfalls and rainforest lookouts in a single guided day 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.
📍 Guadeloupe — 2014 Guadeloupe Islands Press presentation
📍 St John — ST JOHN Completely Blew Us Away — U.S. Virgin Islands Paradise 2026
📍 Antigua and Barbuda — Top 10 BEST Attractions and Tours In Antigua and Barbuda
📍 St Thomas — 【4K】Drone Footage | U.S. Virgin Islands - Caribbeans Findest USVI 2019 | Cinematic Aerial St. Thomas
📍 Dominican Republic — KiteSurfing Paradise Island & Buen Hombre - Dominican Republic - KiteAddicted #002
📍 Puerto Rico — Visit Puerto Rico! Dream Vacations
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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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