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Caribbean Tours

Caribbean Info Articles

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!

Ghosts of Piracy Past

St. Thomas
U.S. Virgin Islands
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Shallow Trolling Fishing


Jamaica
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National Park Snorkeling Excursion - 2 Locations

St. Thomas
U.S. Virgin Islands
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Private St John Tour including Trunk Bay from St. Thomas

St. Thomas
U.S. Virgin Islands
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Snorkeling @ Three Sisters Rocks


The Bahamas
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Private Day Sail

St. Croix
U.S. Virgin Islands
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Caribbean Info Articles

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!

DOMINICAN REPUBLIC

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Caribbean Articles

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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 …


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 …


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 of secrecy paired with the hope that the effort will land as joy, not chaos. But pulling it off isn’t just about booking flights and hiding confirmations – it’s about timing, subtle cues, …



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Caribbean Videos

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Caribbean Services

St. Thomas & St. John - USVI
coolestCarib.com Caribbean Directory
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.

Caribbean
coolestCarib.com Caribbean Directory
gandor.tv specializes in creating, managing and promoting websites in the Caribbean. They are known for their customer service, maintenance packages, fast response, e-commerce, booking systems and social media magic.
The Cool Factor: 
They create, maintain, host and promote your website.

Martinique
coolestCarib.com Caribbean Directory
Baz Notik is located at Hotel Carayou in La Pointe du Bout, Les Trois-Ilets. This water sports center offers water sports rentals and lessons of a big variety like kitesurf, windsurf and wakeboard. The location is amazing. You can either launch from site and go upwind (if you're at that level), or they take you out (up-wind) by boat and you kite back at your leisure. If you're in Martinique by cruise ship take the 20 minute ferry to Pointe du Bout, which is also a hidden gem, a petit village with many bistros and boutiques.
The Cool Factor: 
It's windy most of the time on location.

Jamaica
coolestCarib.com Caribbean Directory
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.
The Cool Factor: 
Birthplace of Reggae

Puerto Rico
coolestCarib.com Caribbean Directory
Sail Snorkel Party is a sail boat tour operator in Old San Juan, Puerto Rico. They offer 3 Hour sailing tours around the old city with very flexible times in the Morning, Afternoon and Sunset. Good for up to 6 people and the pricing is very affordable They sail around the bay and harbor of Old San Juan, Puerto Rico. On this private sightseeing sailing tour you will: Experience a true sailing experience on a full size proper sailboat - a 6 passenger vessel, pass historical, Old San Juan forts, have a clear view of the castle, enjoy a romantic view of cityscapes and have a memorable photo opportunity! This sightseeing sailing tour is a truly exclusive, off the beaten path, private experience. Charter your own Private ßUSCG Lic 6 passenger vessel AIRBORNE
The Cool Factor: 
Flexible timing. You say when and they'll make it happen


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Caribbean Photos

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Caribbean Tips

Girls with long hair remember to pack a hair band or head scarf when you go out day/night. Some islands are more windy than others. It can be a pain in the neck - literally!

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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