Passionately Caribbean · #CoolestCarib

Escape to your
Caribbean paradise

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.

27 islands & gateways 70+ partner sites Daily radio · stories · tips
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Pick a Corner of Paradise

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.

What's inside every guide

More Than a List of Beaches

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.

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Tours & Activities

Book experiences directly, island by island.

Top 10 Things to Do

The must-sees, ranked by locals.

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Fun & Serious Facts

Language, food, geography, history.

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Island Radio

Tune in and listen while you browse.

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Tourism Videos

See the destination before you go.

Live Weather

Up-to-the-minute island forecasts.

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Photography

Real shots and live social updates.

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Conservation

Local initiatives worth supporting.

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Caribbean Radio Hits 🎧

Island stations, curated for wherever you are right now.

TORTOLA BRITISH VIRGIN ISLANDS
Caribbean island gems

Featured Caribbean Businesses

Car rentals, villas, restaurants and tour operators across the islands — each one earns its place with a “Cool Factor”.

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Jamaica Tours
📍 Jamaica

Jamaica Tours

Jamaica Tours & Activities Jamaica offers a diverse range of family fun that cater to every type of traveler. Visitors can explore the island's natural beauty with excursions to stunning locations like Dunn's River Falls and the Blue Hole, embark on thrilling adventures such as zip-lining through rainforests or snorkeling in crystal-clear waters, and immerse themselves in the local culture with guided tours of historic sites and vibrant markets. Whether seeking relaxation on sandy beaches or an action-packed experience, Jamaica's tours and activities provide unforgettable ways to experience the island's unique charm and allure.

Cool factor: Birthplace of Reggae Visit site
Speedy's Car Rentals
📍 Virgin Gorda - BVI

Speedy's Car Rentals

Speedy's Car Rentals. Explore Paradise with a Jeep or Car from Speedy's Car Rentals. Set your own itinerary - make your own schedule. Speedy's offers a variety of vehicles including SUVs, brand new Ford Focus models and mini Safaris. They offer free pick up anywhere on the island and unlimited mileage.

Cool factor: Free pick up anywhere on the island Visit site
The VI Cat
📍 St. Thomas - USVI

The VI Cat

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 site
Cafe Berlin
📍 Puerto Rico

Cafe Berlin

Cafe Berlin is an cosmopolitan restaurant that serves international dishes as well as Puerto Rican and Vegeterian. It is the first restaurant you'll see on entering Old San Juan.

"Uno de los componentes historicos que embellece y distingue a Cafe Berlin es su piso confeccionado en mosaico hidraulico o "losa criolla", el cual se introdujo a la Isla desde Barcelona, Espana alrededor del ano 1900."

Cool factor: Free Wifi. Great people watching veranda Visit site
Jamaica Environment Trust
📍 Jamaica

Jamaica Environment Trust

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
St. Thomas Water Sports
📍 St. Thomas

St. Thomas Water Sports

Make the most of your vacation to the Virgin Islands! No matter what kind of adventure you're looking for, there's something for everyone to enjoy! Choose from private boat charters, snorkeling trips, night kayak tours and more. Their Night See-Through Kayak Biolumiscent Tour is a feature not to be missed. Choose from our carefully selected list of island tour operators for your one-of-a-kind Virgin Islands adventure!

Cool factor: Biggest variety of water sports on St. Thomas Visit site

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From the travel journal

Caribbean Stories & Guides

Practical, lived-in advice from travellers and locals — the stuff that makes a trip go smoothly.

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Caribbean

5 Caribbean Islands Worth Planning Your Next Holiday Around

Caribbean Blogger | While the Caribbean is often discussed as a single destination, selecting an island requires navigating a highly diverse array…

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Caribbean

Packing Smart For Tropical Travel Without Overloading Your Luggage

By Caribbean Blogger | Most people headed to the Caribbean arrive at the airport with too much. A second pair of shoes…

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Caribbean

Shore Excursions for the Authentic Traveler:

By Caribbean Blogger | Going Beyond the Port. Many of us are guilty of stepping off our cruise ship on port days…

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Caribbean

Island Hopping the Caribbean and Beyond

By Caribbean Blogger | How to Have a Multi-Country Adventure. Traveling around the Caribbean can be an amazing experience. But the differences…

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Caribbean

Top 5 Caribbean Destinations for Digital Nomads

By Caribbean Blogger | Caribbean destinations for digital nomads continue to draw professionals who want stable workdays paired with outdoor recovery time.…

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Caribbean General

How to Ship Your Belongings to the Caribbean

By Caribbean Travel Blogger | Moving to the Caribbean can feel like a dream come true. Between the turquoise waters, laid-back lifestyle,…

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Caribbean

Caribbean Travel Tips for Seniors:

By Gloria Martinez | How to Stay Comfortable, Safe, and Energized The Caribbean promises warm beaches, vivid sunsets, and cultural charm that feels…

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International

How to Plan a Surprise Trip for Your Partner That Actually Feels Magical!

By Gloria Martinez | Planning a surprise trip for someone you love is one part logistics, two parts theater. It’s the rush…

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Caribbean

Moving Your Car to the Caribbean: What You Need to Know

By Caribbean Blogger | Relocating to the Caribbean is a dream for many, and bringing your car along can make settling into…

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Handpicked Caribbean tours

Featured Caribbean Tours

Real excursions, real islands, zero guesswork — the sails, snorkels and lobster lunches worth building a vacation day around, picked for crews with kids in tow.

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Snorkel St John Tour from Sapphire & Margaritaville
📍 St. Thomas

Snorkel St John Tour from Sapphire & Margaritaville

Get in the water and see St. Thomas's reef life up close.

Cool factor: reef time included Book here
Volcano Hike
📍 St Kitts

Volcano Hike

A guided hike up dormant Mount Liamuiga, St. Kitts's volcanic highest point.

Cool factor: hike a dormant volcano Book here
Half Day Fishing Charter
📍 Turks and Caicos

Half Day Fishing Charter

Head out from Turks & Caicos for a real shot at reeling in something big.

Cool factor: gear and crew included Book here
National Park Kayak Tour, Salt River Bay
📍 St Croix

National Park Kayak Tour, Salt River Bay

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
Cobá Amazing Tour
📍 Cozumel

Cobá Amazing Tour

See more of Cozumel than just the beach — a guided look at the island itself.

Cool factor: guided the whole way Book here
Bad Kitty - Best of the British Virgin Islands
📍 Antigua & Barbuda

Bad Kitty - Best of the British Virgin Islands

A day-boat run over to the highlights of the British Virgin Islands.

Cool factor: BVI day trip by boat Book here
Get there

Find Flights

Compare flight prices and book direct with the airline.

From a local

Caribbean Tip of the Day

Kitesurfing is all the rage! If you're into water sports you've come to the right place. All Caribbean islands provide the whole array of activities, from scuba, sailing, snorkeling, kayaking or kiteboarding. Check with the resort you're staying at. They sometimes include water sport package deals. Don't forget off season is June to September - for great deals.

Tips by Liz Strauss, an experienced traveler and piano entertainer. www.lizpiano.com · Disclosure

Watch

Caribbean Videos

See the destination before you go.

📍 Cozumel — Aprendiendo a bucear! Cozumel #1

📍 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

📍 St Croix — Welcome to St. Croix US Virgin Islands | Where to Stay, Eat, and Play!

📍 Bahamas — 13 Best Things to do in the Bahamas

📍 Antigua and Barbuda — Top 10 BEST Attractions and Tours In Antigua and Barbuda

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Caribbean Photos, Live

Mention us in your posts and stand a chance to be featured here, @CoolestCarib.

Who we are

About the CoolestCarib Network

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:

  • Tours & activities you can book directly
  • Fun facts and top-10 “things to do”
  • Island tourism & conservation initiatives
  • Businesses — our advertisers
  • Radio stations, tourism videos & photography
  • Social media — live updates & live weather
  • Caribbean tips and serious facts — language, food, population, geography, history

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Donations keep the Caribbean Directory project running — or just buy us a coffee.