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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!

Private Charter Request

Puerto Rico Book Now

MBJ Airport to Montego Bay

Jamaica Book Now

Sea to Sand: North Caicos Expedition!

Turks and Caicos Islands Book Now

PM 1/2 Day Private Jeep Tour St. Thomas

St. Thomas
U.S. Virgin Islands Book Now

Harbour Island Experience (33' Intrepid)

The Bahamas Book Now

Luminous Lagoon—Glistening Water

Jamaica 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!

DOMINICAN REPUBLIC

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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

Aruba

Casa del Mar Beach Resort makes the most of its oceanfront location on Aruba's Eagle Beach and is one of those rare Caribbean resorts that is able to please everyone. World famous for it's beautiful white sandy beach and gorgeous blue-green Caribbean water, the resort is ideal for family vacations, a romantic honeymoon, water sports or just a relaxing getaway.

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Beach, Tennis, Pool, Restaurant, Family

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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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Aruba

Aruba National Park comprises almost 20% of the island. Enjoy gorgeous vistas of Aruba's rugged terrain, desert-like hills filled with tall cacti, a breathtaking coastline and protected local flora and fauna.The National Park takes you on a memorable journey of the islands past offering unique geological, cultural and historical sites. These can all be enjoyed and explored either on your own or during guided tours. A wide variety of educational and informative programs and fun activities is available.

The Cool Factor:

Very informative website

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St. Thomas USVI

Hertz St. Thomas is a locally owned, independent car rental franchisee with the singular goal of providing the 5 star service their customers have come to expect in the beautiful US Virgin Islands. You can take their cars on the ferry to St. John. They have two locations. One in Lindberg and one at airport. They have the latest car models of all kind, and you may rent if you are under 25 years old.

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You can rent if you're younger than 25 years old.

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St. Thomas - USVI

EcoRentalsVI.Com is a new electric car rental agency in Saint Thomas US Virgin Islands. In summary: The 1st all environmental friendly car rental, zero emissions, doesn't require oil changes, filters, spark plugs, doesn't need tune ups, no filling up disposal sites. No filling up of dumpster bins with pollutants or waste. No visiting gas stations.

The Cool Factor:

Zero Emissions!

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Caribbean Photos

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Caribbean Tips

Bring a good book as flights are regularly delayed due to... well the relaxed island mentality.

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: