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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!

Vigie Beach Day with Round Trip Transfer from St Lucia

Saint Lucia Book Now

Surfboard strapless Rental

Puerto Plata Province
Dominican Republic Book Now

Be your own Captain! Mini Boat Tours

Puerto Rico Book Now

Culebra Snorkeling & Beach Day Trip

Puerto Rico Book Now

Rastafari Indigenous Village Experiences

Jamaica Book Now

AM 1/2 Day Private Jeep Tour St Thomas

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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JAMAICA

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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

Nissan St. Thomas When drivers, their cars, and their communities are in sync, our world becomes a better place. Discover driving that's smarter, safer, easier, and absolutely thrilling. Visit their dealership in St. Thomas. Did you know Nissan is one of the world's largest electric vehicle manufacturers. They also sell used cars in conjunction with Drive Green VI.

The Cool Factor:

They sell new, used and all-electric vehicles

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St. Thomas

Make the most of your vacation to the Virgin Islands! No matter what kind of adventure you're looking for, there's something for everyone to enjoy! Choose from private boat charters, snorkeling trips, night kayak tours and more. Their Night See-Through Kayak Biolumiscent Tour is a feature not to be missed. Choose from our carefully selected list of island tour operators for your one-of-a-kind Virgin Islands adventure!

The Cool Factor:

Biggest variety of water sports on St. Thomas

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Grand Cayman

Cayman Islands Tennis Club is situated in the South Sound area of Grand Cayman. The Club consists of 6 hard courts and three clay court surfaces. They offer junior and adult programmes. Their after school classes are for children aged 3-15 years. They also offer a temporary membership for those visiting Grand Cayman for a month or less.

The Cool Factor:

Monthly memberships

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St. Croix - USVI

Olympic Rent A Car is located at 1103 Richmond in Christiansted, St. Croix, U.S. Virgin Islands. Olympic Rent A Car is the oldest and largest independent car rental agency on St. Croix. At Olympic Rent A Car you'll get old school personal service, free pick-up & deliveries and better quality vehicles. Since 1973.

The Cool Factor:

Free pick-up & deliveries

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St. Thomas - USVI

ScooterVI has been renting out scooters and motorcycles in beautiful St. Thomas, U.S. Virgin Islands since 2003. Thousands of visitors have toured their scenic Caribbean island on ScooterVI scooters and motorcycles. They provide a convenient means of transportation for cruise ship passengers, hotel guests, regular visitors, and those considering making St. Thomas their new or second home.

The Cool Factor:

First tank of fuel FREE!

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Caribbean Photos

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Caribbean Tips

When in Caribbean - 'spicy' food means REALLY, REALLY hot. 'Hot and spicy' means you will run like Usain Bolt for some water to cool your tongue!

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: