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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!

1/2 Day (4 hours) Private - 27' Hydra Sport

St. Thomas
U.S. Virgin Islands Book Now

Sunset Cruise

Turks and Caicos Islands Book Now

Pro Series Deep Sea Fishing Full Day

Turks and Caicos Islands Book Now

Timeless Echoes & Legendary Spirits: Private 5 Hr Historic Old San Juan tour, backstage tour at Barrilito Rum Distillery and cocktails

Puerto Rico Book Now

Private: Snorkeling Boat Day Charter

Lajas
Puerto Rico Book Now

National Park Kayak Tour

St. Croix
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. Croix - USVI

St. Croix Environmental Their mission is to promote the conservation of environmental resources, provide education and advocate for environmentally responsible actions that benefit St. Croix. Their members are their strength. Benefits of membership include free or reduced admission to regular events, leatherback sea turtle watches, discounts in their SEA shop, and - most important - the knowledge that you are supporting and helping with a vital effort to protect our island environment.

The Cool Factor:

Education Conservation Advocacy

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Jamaica

Jamaica. If you're looking for a true adventure there's little more memorable, and beautiful, than hiking the Blue Mountains Peaks. From long sandy stretches to crystal clear water and secret coves...

The Cool Factor:

Now that's what I call all right.

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St. Croix - USVI

Latitude 17 Scuba St. Croix. They specialize in personalized, private PADI dive instruction from Discover Scuba through Divemaster, and guided diving here on beautiful sunny St. Croix, US Virgin Islands. They have great diving year round with water temps from 77 degrees in the winter to 84 degrees in the summer.

The Cool Factor:

Year round diving!

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St. Thomas - USVI

Virgin Port Services is the premier port agency in the US Virgin Islands. Their professional and knowledgeable staff provides exceptional service to Cruise Ships and Yachts.

The Cool Factor:

The owner is an avid tennis player.

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Puerto Rico

TRES PALMAS, one of the most established surf shops in the Caribbean. Clothing, boards, and everything surf. They're also associated with PRISK surf school. Rumor has it they're working on a website.

The Cool Factor:

A surf shop by surfers, what's cooler than that?

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Caribbean Photos

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Caribbean Tips

If you're at a legal drinking age, drink the local beer. They are usually much cheaper than imported beer and you are supporting the local businesses at the same time. And remember back home they are the imported beers!

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: