Escape to Your Caribbean Paradise

Tours

Radio

Articles

Services

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!

Pizza Pi - Jet Ski

St. Thomas
U.S. Virgin Islands Book Now

Nite Snorkeling and Boat Experience

Fajardo
Puerto Rico Book Now

Jolly Pirate Sunset Sail

Aruba Book Now

Cozumel Private Tour (Van)

Cozumel
Mexico Book Now

Private Speedboat Soufriere Tour, Mud Bath, Waterfall & Beach Time

Soufriere
Saint Lucia Book Now

Select Package

Jamaica Book Now

See More Tours

#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.

About Network

Tours Music Articles Videos Services Pics Tips About Share Donate

PRESS PLAY! 🎶

Caribbean Radio Hits!

ST. JOHN US VIRGIN ISLANDS

See More Stations

Tours Music Articles Videos Services Pics Tips About Share Donate

Caribbean Articles

Get notified every time we post a new article.

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, …

Continue reading "Island Hopping the Caribbean and Beyond"

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 …

Continue reading "Top 5 Caribbean Destinations for Digital Nomads"

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 …

Continue reading "How to Ship Your Belongings to the Caribbean"

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 …

Continue reading "Caribbean Travel Tips for Seniors:"

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, …

Continue reading "How to Plan a Surprise Trip for Your Partner That Actually Feels Magical!"

Caribbean Videos

Caribbean Services

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!

More Info

St. Thomas

SECRET HAVEN VILLA Virgin Islands Villa Rental, Vacation Rental. Secret Haven is a luxury 5 star, spacious, 5 bedroom, 5 bathroom villa, designed to provide your family with the comforts of home in a beautiful tropical setting with high quality international style amenities. It is lavishly decorated with beautiful art, and comfortable teak furniture. It's very private pool deck is adjacent to a long covered balcony opened to panoramic views of Secret Harbor and the Caribbean Sea beyond. This luxury villa is a one minute walk to the Secret Harbor beach.

The Cool Factor:

One minute walk to the beach

More Info

St. Thomas - USVI

Freddie Rabuse has specialized in piano entertainment in the Virgin Islands for over 30 years. He is available as a soloist, a band leader, and an agent for steel pan players.

The Cool Factor:

A cucumber with a keyboard, a monster on the tennis court.

More Info

Aruba

The 36th edition of Aruba Hi-Winds will be held on May 28 - June 2, 2025. This is an international windsurfing and kitesurfing race happening every year in Aruba. Check out the RACE SCHEDULE and NOTICE OF RACE on the website. Be sure to make your travel arrangements and accommodation bookings in time! Don't miss the fun!

The Cool Factor:

It's Kitesurfing and Windsurfing

More Info

St. Thomas

Sugar's Tide St. Thomas Private Excursions for family friendly snorkeling, fishing or destination tours in Saint Thomas USVI. Step aboard our 37' Boston Whaler Outrage and set the course for an unforgettable day on the water. From discovering vibrant coral reefs and chasing the catch of the day to snorkeling alongside incredible marine life, our seasoned crew is here to deliver a safe, exciting, and fully personalized ocean adventure tailored just for you.

The Cool Factor:

The combination of fishing, snorkeling, scuba or island hopping tours.

More Info

See More Businesses

Tours Music Articles Videos Services Pics Tips About Share Donate

Caribbean Photos

Tours Music Articles Videos Services Pics Tips About Share Donate

Caribbean Tips

Best holiday deals in the Caribbean are between June and September. It's off season, so expect really really good deals in terms of accommodation, car rentals and boating trips. Don't be shy to ask companies whether they're running specials. Also follow CoolestCarib on social media for specials. We're on Facebook, Twitter, Instagram and Tumblr.

Tips by Liz Strauss, an experienced traveler and piano entertainer. www.lizpiano.com [Disclosure]

See More Tips

Tours Music Articles Videos Services Pics Tips About Share Donate

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: