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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!

Design your own Land Tour (Visit prime locations)

Curaçao Book Now

Full Day to Culebra

Fajardo
Puerto Rico 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

Sailing Yacht - Full Day Charter

St. Thomas
U.S. Virgin Islands Book Now

Bioluminescent Bay Kayak Tour

St. Croix
U.S. Virgin Islands Book Now

Private Icacos Double Dip Power Catamaran Snorkeling and Beach Tour

Puerto Rico 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

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

St. Thomas - USVI

Pita Express Delivery is a delightful little deli that delivers. Located on the same premises as Amalia Cafe. In Palm Passage Downtown Charlotte Amalie. They deliver quickly and also cater. Go to PitaExpressVI.com to view their specials and full menu. Also subscribe to their daily specials on their website.

The Cool Factor:

Out of town deliveries too.

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Aruba

Aruba Active Vacations Windsurfing, landsailing, mountain biking, Stand up Paddle boarding and snorkeling is what Aruba Active Vacations has to offer. If your idea of a good time is a combination of relaxing and actively exploring one of the most exotic corners on earth, you have come to the right place! At Aruba Active Vacations you will find a beach hideout with shade, music, fresh water shower, drinks and the right crew and equipment to have an Active Vacation! www.Aruba-Active-Vacations.com

The Cool Factor:

Most affordable rentals in the Caribbean

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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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South Florida - Pomano / Fort Lauderdale

Fort Lauderdale Kitesurfing Co offers kitesurfing lessons in Pompano, Lauderdale By the Sea, Deerfield and Boca Raton. Kitesurfing is a mixture of paragliding, wakeboarding, surfing and windsurfing, so it appeals to a really large target group. Owner and instructor Graham Goodwin started running kitesurf-instruction courses as early as 1999. He guarantees you a safe start in this amazing sport for the entire family.

The Cool Factor:

Free Lessons on every purchase

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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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Caribbean Photos

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Caribbean Tips

On many Caribbean islands English is not the main language. Depending on which island you're planning to visit download either a French/English, Dutch/English or Spanish/English dictionary on your phone before you arrive. Locals appreciate the effort and may just give you better service if you try.

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: