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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!

MBJ Airport to Negril Hotels

Jamaica Book Now

Bamboo Rafting

Jamaica Book Now

Paddleboard Rental Laguna de Condado, San Juan

San Juan
Puerto Rico Book Now

45′ Lagoon - Luxury Catamaran Sailboat

St. Thomas
U.S. Virgin Islands Book Now

Bioluminecent Bay and Rum Tour at la Parguera from San Juan

Puerto Rico Book Now

Stingray Encounter & Snorkeling Tour - Group

Cozumel
Mexico 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. KITTS & NEVIS

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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

The VI Cat specializes in Catamaran sailing, snorkeling excursions, parties, team building events, weddings and corporate events. They have a great relationship with locals, hotel guests and Cruise Ship passengers. The VI Cat can help you plan any of the above events including Sunset Sails, Turtle Cove Sail and Snorkeling Adventures, St. John Catamaran Sailing Adventures, Catamaran Snorkeling Adventures that can include a Beach BBQ or an onboard buffet.

The Cool Factor:

Brand new state-of-the-art 54' Gold Coast Sailing Catamaran

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Aruba

Aruba Tours and Activities Aruba offers an array of exciting tours and activities that cater to every interest. From exploring the island's stunning white-sand beaches and crystal-clear waters to embarking on adventurous jeep safaris through rugged terrain, there's something for everyone. You can snorkel or dive among vibrant coral reefs, experience the thrill of windsurfing, or immerse yourself in the island?s rich culture through local food tours and historical sites. Whether you're seeking relaxation or adventure, Aruba's diverse activities promise an unforgettable experience.

The Cool Factor:

Cultural Diversity

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Aruba

Aruba National Park comprises almost 20% of the island. Enjoy gorgeous vistas of Aruba's rugged terrain, desert-like hills filled with tall cacti, a breathtaking coastline and protected local flora and fauna.The National Park takes you on a memorable journey of the islands past offering unique geological, cultural and historical sites. These can all be enjoyed and explored either on your own or during guided tours. A wide variety of educational and informative programs and fun activities is available.

The Cool Factor:

Very informative website

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St. Thomas

Flyboard St. Thomas is an independent flyboard operator based at Lindbergh Bay, located close to the airport. Their office is on the beach in front of Emerald Beach Hotel. They are tucked away behind all the kayaks and jetskis. If they're not at the office that does not mean they are closed - they are probably running errands. The best way to get hold of them is to make a booking online and call to confirm. If flyboard is not your thing, but you may fancy a bit of jetskiing contact their friends at jetskivi.com

The Cool Factor:

You become Iron Man in minutes

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Puerto Rico

Cafe Berlin is an cosmopolitan restaurant that serves international dishes as well as Puerto Rican and Vegeterian. It is the first restaurant you'll see on entering Old San Juan.

"Uno de los componentes historicos que embellece y distingue a Cafe Berlin es su piso confeccionado en mosaico hidraulico o "losa criolla", el cual se introdujo a la Isla desde Barcelona, Espana alrededor del ano 1900."

The Cool Factor:

Free Wifi. Great people watching veranda

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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: