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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!

Fajardo Morning Snorkeling Tour - Check in by 7:15 AM

Fajardo
Puerto Rico Book Now

Five Day Moke Rental

The Bahamas Book Now

One Way FROM Rose Hall Resorts to Other Resorts

St. James Parish
Jamaica Book Now

Private Boat to Soufriere/West Coast for Swimming, Snorkeling & Beach Relaxation

Soufriere
Saint Lucia Book Now

LED Moonlight Tour

St. Croix
U.S. Virgin Islands Book Now

Sea to Sand: North Caicos Expedition!

Turks and Caicos 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!

TORTOLA BRITISH VIRGIN ISLANDS

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Caribbean Articles

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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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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 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

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 island life even smoother. Whether you are moving for work, retirement, or simply seeking a change of scenery, having your vehicle with you offers freedom and convenience in a new environment. However, shipping …

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Caribbean Videos

Caribbean Services

Puerto Rico

JimBOATtrips.com offers boat trips, sailing snorkeling and fishing excursions on a great variey of yachts in and around Puerto Rico, Culebra, Vieques and Spanish Virgins.

The Cool Factor:

Variety of boats & variety of islands!

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St. Thomas - USVI

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.

The Cool Factor:

Brand new state-of-the-art 54' Gold Coast Sailing Catamaran

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St. Martin

B52 Kitesurfing School is located on the French side, at the Flamboyant Village on the Baie Nettle Lagoon. They specialize in kitesurfing and foiling lessons and rentals. No wind, no worries, go foiling behind a boat. It's like water sking, just better cause you hover above the water on a surfboard. Very cool!

The Cool Factor:

Personal one-on-one lessons - very cool!

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St. Thomas & St. John - USVI

JeepsVI.com specializes in renting Jeep Wranglers on St. Thomas US Virgin Islands. St. Thomas is relatively mountainous and nothing can get over these hills as effectively as a Jeep Wrangler. Rent a jeep and go island hopping. There are regular car ferries between St. Thomas and St.John, US Virgin Islands.

The Cool Factor:

Visit St. John with car ferry!

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Martinique

La Pause Bar est situé au coeur du Village Créole, près de la fontaine, installé sous un une grande voile blanche. Vous pourrez écouter une musique d'ambiance tout en dégustant des tapas ou des brochettes. Ils cuisinent à la plancha et ont une belle carte de cocktails. Une petite pause agréable. Où il fait bon terminer sa journée.

La Pause Cocktail Bar Restaurant is situated in the heart of Village Creole close to the fountain under a huge white sail for shade and rain. You can listen to ambient music while nibbling on tapas or a full meal. A great place to end your day and share a cocktail with friends.

The Cool Factor:

Restaurant and Cocktail Bar

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Caribbean Photos

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Caribbean Tips

Lower your expectations at the fast food outlets or restaurants. The Caribbean people seem to not understand fast service. They fail miserably in rush, but do relax very well. Blame the sun!

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: