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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!

Parasailing Adventure MontegoBay

Jamaica Book Now

Lime Out Snorkel

St. Thomas
U.S. Virgin Islands Book Now

Sunset Experience

Saint Lucia Book Now

58' Princess Yachts - Luxury Yacht Charter (Enchantment)

St. Thomas
U.S. Virgin Islands Book Now

Palomino Island Half Day

Puerto Rico Book Now

Turtle Cove Catamaran Snorkel & Sail Adventure to Little Buck Island

St. Thomas
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!

DOMINICAN REPUBLIC

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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

Puerto Rico

Sail and Snorkel in Puerto Rico with Puerto Rico Boat Trips. Sailing in the Caribbean sea to an exotic island will be one of the most amazing adventures you will experience in Puerto Rico. You will enjoy snorkeling on our pristine reefs and relaxing on our catamaran Fun Cat. We offer free lunch, soda and water all day. Beer is provided for a minimal price. When everyone has had their fill of snorkeling we set sail for home port. The return trip is a Fun Cat party filled with music and our very popular rum punch. Book your trip today.

The Cool Factor:

Variety of Boats and Destinations

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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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Aruba

Thrifty Car Rental with a variety of cars with different models to choose from. All our cars have air - conditioning and they are very well maintained. Our Main Office is at Wayaca 33-F, and we have locations at the Airport International Reina Beatrix, Casa Del Mar Beach Resort, Playa Linda Beach Resort, The Mill Resort & Suites and Blue Residences.

The Cool Factor:

Greatly discounted weekly rates

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Grand Cayman

The Grandview Condos Seven Mile Beach provides the ideal setting for families, couples and friends who want the comfort, space and privacy of a large unit on the beach with all the convenience and amenities of a resort. Whether the purpose of your visit is a family vacation, a honeymoon or a business trip, discover why the Grandview is a favorite destination for return visitors who want to have the best vacation in the Cayman Islands. Situated at the Southern end of Seven Mile Beach, the Grandview's location is spectacular for tourists who want to be close to George Town, close to beaches, close to supermarkets, close to restaurants - yet far enough to feel the seclusion and privacy of a Grand Cayman Vacation.

The Cool Factor:

Close to everything, far from ordinary.

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St. Thomas - USVI

ScooterVI has been renting out scooters and motorcycles in beautiful St. Thomas, U.S. Virgin Islands since 2003. Thousands of visitors have toured their scenic Caribbean island on ScooterVI scooters and motorcycles. They provide a convenient means of transportation for cruise ship passengers, hotel guests, regular visitors, and those considering making St. Thomas their new or second home.

The Cool Factor:

First tank of fuel FREE!

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Caribbean Photos

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Caribbean Tips

You like snorkeling in the Caribbean? So do we! Enjoy, but please try not to touch and take the coral out the water - it's a living organism and could die, and consequently also kill a whole colony of sea life that depend on the coral for food.

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: