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CoolestCarib Caribbean Island Travel Info Network
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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. Radio Stations, 2. Articles, 3. Videos, 4.Featured Services, 5.Photography 6. Daily Tips.

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Caribbean Articles

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Packing Smart For Tropical Travel Without Overloading Your Luggage

Girl packing and unpacking her luggage for Caribbean travel
By Caribbean Blogger | Most people headed to the Caribbean arrive at the airport with too much. A second pair of shoes for a dinner they probably won’t attend, a full-size shampoo bottle that ends up confiscated, and three books for a week in the sun when realistically one gets read. Packing smart for tropical …


Shore Excursions for the Authentic Traveler:

hiking and exploring Caribbean Islands
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 …


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, …


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 …


How to Ship Your Belongings to the Caribbean

Turtle and airplane wing
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 Videos

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Caribbean Services

Virgin Gorda - BVI
coolestCarib.com Caribbean Directory
Up n' Under Watersports. Your Kiteboarding and Freediving specialists in the British Virgin Islands! Up 'n' Under Watersports invites you to explore the beautiful Caribbean Sea both above and below the water here in the British Virgin Islands! Whether it be learning to Kitesurf in clear warm waters, improving your Snorkeling / Free-diving skills on a historical wreck or going with family and friends on a luxury live aboard catamaran adventure to some of nature's best kept secrets we're here to help!
The Cool Factor: 
Safety comes first

Aruba
coolestCarib.com Caribbean Directory
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!
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It's the happy island!

Saint Kitts
coolestCarib.com Caribbean Directory
Nevis Naturally. Nevis is one of the most unspoilt and relaxing islands in the Caribbean. Vividly green with blue skies, clean air and long empty beaches, Nevis has a pace of life that encourages you to stop and appreciate all the natural beauty around you. It's a very special place famed for its charm and the easy-going genuineness of its people. Come and discover this remarkable jewel for yourself.
The Cool Factor: 
Most unspoilt Caribbean island

Puerto Rico
coolestCarib.com Caribbean Directory
Poets Passage is a lifestyle presented in a shape of a coffee shop connected to a poetry gift shop boasting a stage for open mic poetry and indie music sessions every Tuesday from 7 till late. We're located in the heart of Old San Juan in Puerto Rico. If you're a musician or a poet come show us what you've got!
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A visual experience, awesome coffee, free internet

St. Thomas & St. John - USVI
coolestCarib.com Caribbean Directory
Island Life Jeep Tours All destinations are customized with your driver the morning of your trip, to fit your vacation dreams. Their tours include: private tour guide with local knowledge of the islands, brand new Rubicon Jeeps, pick up and drop off, snorkel gear, cooler, unlimited Rum/Vodka + (mixers), water, soda, juice, Tervis tumblers for the day, noodles, swim vest, beach chairs, car chargers
The Cool Factor: 
Customizeable Tours


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Caribbean Photos

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Caribbean Tips

Best holiday deals in the Caribbean are between June and September. It's off season, so expect really really good deals in terms of accommodation, car rentals and boating trips. Don't be shy to ask companies whether they're running specials. Also follow CoolestCarib on social media for specials. We're on Facebook, Twitter, Instagram and Tumblr.

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:

  • Tours & Activities. You can book directly from our website
  • Fun Facts
  • Top 10 attractions "things-to-do".
  • Island's tourism.
  • Conservation initiative.
  • Businesses - our advertisers.
  • Radio stations. Listen while scrolling.
  • Tourism videos.
  • Photography.
  • Social media - live updates.
  • Weather forecast - live.
  • Caribbean tips.
  • Serious facts - language, food, population, geography history etc.
  • Caribbean Articles.
We are a network of 60+ Caribbean websites. List of websites.
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