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”.
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
VIP Adventure arrange tours or rentals of paddleboard, kayak, snorkeling, bicycle, inline skate, skateboard or jetski. Our concept is based on three important aspects: outstanding experience: unique activities, human and nature relation and the best personalized service to create your best tour experience in Puerto Rico. We provide a selection of adventures catalog, so you can book the adventure that you are looking! From the beautiful San Juan to the amazing eastern coast Fajardo and the exclusive islands of Palomino or Icacos. Our excellent service will fulfill your personal, corporate and residential lifestyle needs. We are well known to personalize your adventure and corporate event and make it the best experience out there!
★ Cool factor: Many activities many locations! Visit site
JetskiVI.com. Explore historic Charlotte Amalie Bay. Cruise around Water Island. See stunning Honey Moon Beach. Go on tours or freestyle rides.
★ Cool factor: Island Tours on Jetskis! Visit site
PR Half Mile. is much more than a car event. It brings together owners of exotic cars and "supercars" to race a half-mile on an airstrip in a unique and elegant environment. The "Puerto Rico Half Mile Event" is recognized like the most prestigious exotic car racing event in Puerto Rico. It is most of the times open to the general public who will have the opportunity to enjoy and be part of this spectacular event.
★ Cool factor: Lamborginis against Porsches against Audis. Cool! 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
Aruba. Their white-sand beaches, cooling trade winds and warm, friendly people are just a few reasons why so many people return to Aruba year after year. It's a very happy island!
★ Cool factor: It's the happy island! 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 readingBy Caribbean Blogger | Going Beyond the Port. Many of us are guilty of stepping off our cruise ship on port days…
Continue readingBy Caribbean Blogger | How to Have a Multi-Country Adventure. Traveling around the Caribbean can be an amazing experience. But the differences…
Continue readingBy Caribbean Blogger | Caribbean destinations for digital nomads continue to draw professionals who want stable workdays paired with outdoor recovery time.…
Continue readingBy Caribbean Travel Blogger | Moving to the Caribbean can feel like a dream come true. Between the turquoise waters, laid-back lifestyle,…
Continue readingBy Gloria Martinez | How to Stay Comfortable, Safe, and Energized The Caribbean promises warm beaches, vivid sunsets, and cultural charm that feels…
Continue readingBy Gloria Martinez | Planning a surprise trip for someone you love is one part logistics, two parts theater. It’s the rush…
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 Segway tour through Miami Beach's Art Deco Historic District.
★ Cool factor: glide past 1930s pastel architecture without the 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
A popular, highly-rated excursion in Bahamas, ready to book directly.
★ Cool factor: highly rated by travelers Book here
A popular, highly-rated excursion in Dominican Republic, ready to book directly.
★ Cool factor: highly rated by travelers Book here
A popular, highly-rated excursion in Jamaica, ready to book directly.
★ Cool factor: highly rated by travelers 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 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.
📍 Dominican Republic — DOMINICAN REPUBLIC TRAVEL GUIDE & COST 🇩🇴 How Expensive Is The Dominican Republic?
📍 St Kitts — 9 BEST Things to Do in Saint Kitts and Nevis (& Places to Visit) | Caribbean Travel
📍 Turks and Caicos — Grand Turk Travel Guide-Turks and Caicos Islands-4K
📍 Antigua and Barbuda — Antigua and Barbuda: Best in Travel 2021 Sustainable Emerging Destination
📍 St Barths — Your Guide To: St. Barths
📍 St Croix — Welcome to St. Croix US Virgin Islands | Where to Stay, Eat, and Play!
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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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