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”.
Caribbean Permaculture Research Institute educate and empower their students to: grow food, repair land and build community. To find and create a livelihood based on meeting one's own needs, and helping others meet their needs. To create low maintenance, holistic and functional systems to feed, house and provide income.
★ Cool factor: Their regenerative farming practices 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
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
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
Puerto Rico. Home to El Yunque, the only subtropical rainforest in the U.S. National Forest Service, a place so indescribable that it must be seen, heard and felt. It's one of our must-visit destinations.
★ Cool factor: The Spanish Caribbean culture. Visit site
B52 Kitesurfing School is located on the French side, at the Flamboyant Village on the Baie Nettle Lagoon. They specialize in kitesurfing and foiling lessons and rentals. No wind, no worries, go foiling behind a boat. It's like water sking, just better cause you hover above the water on a surfboard. Very cool!
★ Cool factor: Personal one-on-one lessons - very cool! 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.
Get in the water and see Grand Cayman's reef life up close.
★ Cool factor: reef time included Book here
A guided walking tour through Christiansted's Danish-era streets, with the local ghost stories that go with them.
★ Cool factor: history and hauntings in one walk Book here
A guided kayak tour through Salt River Bay National Historical Park and Ecological Preserve.
★ Cool factor: paddle through a National Park and bioluminescent bay in one Book here.jpg)
A guided sunset sail out of Christiansted Harbor aboard a traditional sailing vessel.
★ Cool factor: sunset over Christiansted Harbor under sail Book here
The longest jet ski option — two hours to cover the coastline at your own pace.
★ Cool factor: 2 hours on the water Book hereA full-day catamaran cruise along St. Lucia's west coast, with stops for swimming and snorkeling.
★ Cool factor: a full day 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.
📍 Bonaire — Bonaire: The Sustainable Destination
📍 Bonaire — This Is Our Island, This Is Bonaire!
📍 St John — St. John USVI: Things To Do: US Virgin Islands Travel Vlog - Episode 2
📍 Turks and Caicos — Grand Turk Travel Guide-Turks and Caicos Islands-4K
📍 Bonaire — Bonaire, a Wild Paradise in the Southern Caribbean!
📍 Martinique — Martinique, A Call To Fall In Love With
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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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