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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!

La Parguera Glowing Bio Bay Boat tour

Puerto Rico Book Now

Private: Boat Day and Bioluminescent Bay Charter

Lajas
Puerto Rico Book Now

Snorkeling @ Rainbow Reef

The Bahamas Book Now

St Croix Island Tour Meet-up at Christiansted

St. Thomas
U.S. Virgin Islands Book Now

Heaven’s Island Escape - Group

Cozumel
Mexico Book Now

37' Intrepid with Triple 350 Yamaha Engines (Max'd Out/ Carried Away)

St. Thomas
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!

BARBADOS

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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

St. Thomas - USVI

Sunfari VI Jeep Tours. Our philosophy behind our company is to offer tours that are not only personal & private , but affordable as well. At Sunfari we're about making the smallest footprint while still enjoying all of what our beautiful island has to offer you. Sightseeing, hiking, beaches, snorkeling, paddle boards, kayaks & even powerboating. We have it all & will customize your day to exactly how you wish!

The Cool Factor:

Mad Max style jeeps

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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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Puerto Rico

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!

The Cool Factor:

A visual experience, awesome coffee, free internet

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St. Thomas USVI & Tortola BVI

Native Son is the only ferry company in the Virgin Islands providing scheduled service to and from Charlotte Amalie (St. Thomas), Red Hook (St. Thomas), West End (Tortola), and Road Town (Tortola). They invite you to travel on one of our high speed vessels in air-conditioned comfort, or you can sit outside on their sun decks and enjoy the spectacular view throughout your journey.

The Cool Factor:

Air-conditioned fast ferry

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Barbados

Barbados. Live The Dream. Your Barbados Experiences Start Here. the Barbados Government announced the introduction of the 12-month Barbados Welcome Stamp. This new remote work programme establishes a visa to allow people to work remotely in Barbados for a maximum for 12 months. The visa is available to anyone who can meet the visa requirements and whose work is location independent, whether individuals or families.

The Cool Factor:

12 month visas for Digital Nomads

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Caribbean Photos

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Caribbean Tips

How to fight mosquitoes in the Caribbean without dosing yourself with insect repellent chemicals? There's a natural route for everything. Lemongrass or lavender essential oil. Dilute either with water, pour it in a spray bottle, and voila, your skin will love you and mosquitoes will flee from you!

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: