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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!

Sunset Cruise

The Bahamas Book Now

USVI Full or Half Day Private Charter

St. Thomas
U.S. Virgin Islands Book Now

Private Wedding Transportation from Havensight Cruise Port

St. Thomas
U.S. Virgin Islands Book Now

Jetcar Rental

St. Croix
U.S. Virgin Islands Book Now

Premium Package

Jamaica Book Now

Curaçao Seabob Adventure | Tugboat Beach

Curaçao 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!

ST. MARTIN ST. MAARTEN

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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

Sint Maarten

SAX Car Rental SAX Car Rental offers top quality car rental services. They are highly committed to customer satisfaction and offer a wide range of vehicles to fit every customer's needs. Whether you are looking for rental services for the day, week or month, they can work around your schedule and offer affordable prices.

The Cool Factor:

They run discount specials throughout the year

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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. Croix USVI

St. Croix Tours and Activities Visitors can explore historic sites like Christiansted National Historic Site, dive into the island's marine life with snorkeling and scuba diving excursions at Buck Island Reef National Monument, or immerse themselves in local culture through lively festivals and culinary tours. Adventurers can enjoy kayaking through serene mangroves, hiking through lush rainforests, or simply relaxing on picturesque beaches with crystal-clear waters. Whether you're seeking history, adventure, or relaxation, St. Croix has something to offer every traveler.

The Cool Factor:

All tours can be booked online!

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St. Martin

Saint Martin. Welcome to the French side, the Friendly Island by excellence! Days filled with sunshine, velvet soft nights and breathtaking scenery are only some of the ingredients that create the unique feel and taste that reflect Saint-Martin.

The Cool Factor:

We communicate in English and French

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Martinique

Tortues Marines Martinique Marine turtles Martinique. Become involved in the protection of sea turtles and support them in their activities. The associations are looking for people who are alert on the subject of sea turtles, who have the time and desire to get involved during events (animations, beach cleanings, awareness stands, etc.).

Devenez Accompagnateur. Le rôle est de s'investir auprès de votre association locale et de les accompagner dans leurs activités. Les associations recherchent des personnes alertes sur le sujet des tortues marines, ayant le temps et l'envie de s'impliquer lors d'ésvènements (animations, nettoyages de plages, tenues de stands de sensibilisation, etc).

The Cool Factor:

Protecting the coolest sea animal

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Caribbean Photos

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Caribbean Tips

Trust us when we tell you to only bring summer clothing. Perhaps bring a sweater along for the flights here and back. Except of course if the return flight is for Minnesota in the winter, then by all means bring what you can. Anything bamboo is advisable, cooler than cotton and wrinkle free.

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: