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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!

Kayak Rental - Glass Bottom Kayak

St. Croix
U.S. Virgin Islands Book Now

45′ Lagoon - Luxury Catamaran Sailboat

St. Thomas
U.S. Virgin Islands Book Now

1/2 Day (4 hours - USVI only) Private Charter - Luxury Sailing Catamaran

St. Thomas
U.S. Virgin Islands Book Now

Twelve Day Polaris Rental

The Bahamas Book Now

Parasailing

Jamaica Book Now

ATV, Bamboo Rafting & Weed Farm Tour

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!

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Caribbean Articles

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Caribbean

Island Hopping the Caribbean and Beyond

By Caribbean Blogger | How to Have a Multi-Country Adventure. Traveling around the Caribbean can be an amazing experience. But the differences between locations matter. When traveling between Caribbean islands, you may have to cross international borders, even when the distance appears short on the map. It can be tricky. For example, you have Barbados, …

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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 Videos

Caribbean Services

Saint Kitts

Nevis Naturally. Nevis is one of the most unspoilt and relaxing islands in the Caribbean. Vividly green with blue skies, clean air and long empty beaches, Nevis has a pace of life that encourages you to stop and appreciate all the natural beauty around you. It's a very special place famed for its charm and the easy-going genuineness of its people. Come and discover this remarkable jewel for yourself.

The Cool Factor:

Most unspoilt Caribbean island

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St. Thomas & St. John - USVI

JeepsVI.com specializes in renting Jeep Wranglers on St. Thomas US Virgin Islands. St. Thomas is relatively mountainous and nothing can get over these hills as effectively as a Jeep Wrangler. Rent a jeep and go island hopping. There are regular car ferries between St. Thomas and St.John, US Virgin Islands.

The Cool Factor:

Visit St. John with car ferry!

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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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St. Thomas & St. John - USVI

Island Life Jeep Tours All destinations are customized with your driver the morning of your trip, to fit your vacation dreams. Their tours include: private tour guide with local knowledge of the islands, brand new Rubicon Jeeps, pick up and drop off, snorkel gear, cooler, unlimited Rum/Vodka + (mixers), water, soda, juice, Tervis tumblers for the day, noodles, swim vest, beach chairs, car chargers

The Cool Factor:

Customizeable Tours

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St. Thomas - USVI

Drive Green VI. Convert your car or truck to run on propane! Save 45% per gallon in your work or recreational vehicle with a dual fuel propane upgrade that won't void your warranty. Drive Green VI is on the front lines of developing technology, constantly researching and testing new forms of equipment that would work for us here in the Caribbean.

The Cool Factor:

Green Technology! Environmental Friendly!

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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: