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Caribbean Tours

Browse all Caribbean tours by selecting your preferred island above.

Each tour is independently operated. Once you book, you'll receive the operator's contact info and tour details right away. Here are some tours you can book right now. Enjoy your adventure!

Thirteen Day Moke Rental

The Bahamas Book Now

Negril Beach & Rick’s Café Private Tour from Montego Bay

Jamaica Book Now

Zip Lines Adventures Full Day from Juan Dolio

La Altagracia Province
Dominican Republic Book Now

Double Paddleboard Rental

San Juan
Puerto Rico Book Now

Private Charter from Palmas Del Mar to Vieques (Day Trip + Bio Bay)

Fajardo
Puerto Rico Book Now

Salt River Bay SUP Tour

St. Croix
U.S. Virgin Islands Book Now

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#CoolestCarib @CoolestCarib

CoolestCarib is Passionately Caribbean!

CoolestCarib opens the door to the Caribbean’s rhythm and color. Wander through our handpicked islands and the experiences they offer. Let our travel stories guide your getaway, and share your island experiences with the world @CoolestCarib.

On this page, immerse yourself in Caribbean culture with 1. Caribbean Tours, 2. Radio Stations, 3. Articles, 4. Videos, 5.Featured Services, 6.Photography 7. Daily Tips.

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Caribbean Radio Hits!

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Caribbean Articles

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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 and just following the signs. Port days are short, and the options across the Caribbean islands can sometimes feel endless. So the path of least resistance usually leads somewhere that’s “good enough”. But …

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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 between locations matter. When traveling between Caribbean islands, you may have to cross international borders, even when the distance appears short on the map. It can be tricky. For example, you have Barbados, …

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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. Because the climate remains warm year-round, daily routines do not change with the seasons. At the same time, aligning with the North American time zone keeps collaboration simple and predictable. Together, these conditions …

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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, and warm tropical breeze, it’s easy to imagine yourself relaxing on the beach after unpacking your last box. However, before that happens, there’s a big task to handle – figuring out how to …

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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 like medicine for the soul. But for senior travelers, a trip to paradise also requires practical planning – because relaxing doesn’t mean letting your guard down. From managing mobility to avoiding dehydration, a …

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Caribbean Videos

Caribbean Services

St. Thomas & St. John - USVI

Caribbean Blue Boat Charters is a boat chartering, boat renting company based in St. Thomas, US Virgin Islands, and do tours all over the US and British Virgin Islands. You could rent a boat and captain it on your own or request for a captain and crew.

The Cool Factor:

Pick your destination. They'll take you there.

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Jamaica

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.

The Cool Factor:

Jamaica's longest running environmental education program.

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Puerto Rico

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."

The Cool Factor:

Free Wifi. Great people watching veranda

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St. Thomas

Flyboard St. Thomas is an independent flyboard operator based at Lindbergh Bay, located close to the airport. Their office is on the beach in front of Emerald Beach Hotel. They are tucked away behind all the kayaks and jetskis. If they're not at the office that does not mean they are closed - they are probably running errands. The best way to get hold of them is to make a booking online and call to confirm. If flyboard is not your thing, but you may fancy a bit of jetskiing contact their friends at jetskivi.com

The Cool Factor:

You become Iron Man in minutes

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St. Lucia

Saint Lucia is the perfect destination, whether you're after romance, rejuvenation or adventure. A genuine, natural landscape of gorgeous palm-fringed beaches, miles of unspoiled rainforest and the majestic Piton Mountains, are sure to indulge every taste. Natural waterfalls, breath-taking views, friendly locals and authentic culture impress the most travelled individuals for a holiday with lasting memories.

The Cool Factor:

Simply Beautiful

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Caribbean Photos

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Caribbean Tips

Wondering about dangerous animals in the Caribbean? There are generally no carnivore land animals that are found in the wild on Caribbean islands. Non-venomous snakes, birds, iguanas, mongooses and many lizards are all over and are generally harmless. However, giant centipedes, who are found on most islands, can be venomous. Don't leave wet towels on the ground or hanging without drying for too long, because they love dampness.

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

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About 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 your tours & activites and browse the articles on Caribbean vacation plans. We also champion Caribbean businesses, offering a comprehensive package in revealing their services to Caribbean tourists.

Our website showcases the following on every island page: