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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!
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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.
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TORTOLA BRITISH VIRGIN ISLANDS
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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"
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 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 …
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!"
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 …
Continue reading "Moving Your Car to the Caribbean: What You Need to Know"
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Caribbean Services
St. Martin
Hommage Hotel & Residence Situated in Terres Basses, this modern and refined hotel of 148 rooms, boasts an exceptional museum garden along with art pieces. The spacious and luminous rooms have a terrace with a view of the lagoon, the gardens or the pool. Beautiful beaches like Baie Rouge, Baie Longue and Baie aux prunes are a few minutes away.
The Cool Factor:
Gated, high-end, village resort atmosphere
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
St. Thomas - USVI
Villa Sol Y Luna consists of a beautifully designed 5,200 square feet, luxury 4 bedrooms property with spacious loft and 5 bathrooms, with the the most spectacular views from almost every window in the property as well as a large infinity pool and top of the line, 5 people capacity, hydro-massage hot tub.
The Cool Factor:
House and double story cottage with infinity pool between.
Saint Kitts
Heart of St. Kitts is driven by of a coalition of local businesses committed to sustainability. The Foundation acts to build awareness around sustainability priorities in St. Kitts and provide funding for local projects that make the island a better and more sustainable place to live and experience. Through support from local tourism businesses and visitors to the island, the Heart of St. Kitts Foundation aims to inspire better stewardship of the environment, culture and lasting legacy of St. Kitts.
The Cool Factor:
Conserve land and marine habitat
Puerto Rico
Sail Snorkel Party is a sail boat tour operator in Old San Juan, Puerto Rico. They offer 3 Hour sailing tours around the old city with very flexible times in the Morning, Afternoon and Sunset. Good for up to 6 people and the pricing is very affordable
They sail around the bay and harbor of Old San Juan, Puerto Rico. On this private sightseeing sailing tour you will: Experience a true sailing experience on a full size proper sailboat - a 6 passenger vessel, pass historical, Old San Juan forts, have a clear view of the castle, enjoy a romantic view of cityscapes and have a memorable photo opportunity! This sightseeing sailing tour is a truly exclusive, off the beaten path, private experience. Charter your own Private ßUSCG Lic 6 passenger vessel AIRBORNE
The Cool Factor:
Flexible timing. You say when and they'll make it happen
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Caribbean Photos
Caribbean Tips
Packing for the Caribbean? You can really get away with the minimum. Fashion. Bring light sundresses, shorts, T-shirts, sandals and a swimsuit. Although, you can get all of those - plus sarongs and sunscreen - on the island too. Jackets, jerseys, long sleeves and long pants are only sometimes worn on islands that get cooler in winter time, like The Bahamas. But in general, even fine diners are seen wearing Bermuda shorts and sandals, and sundresses for women. Guys wearing white shorts with Caribbean color belts are seen a lot.
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:
- Tours & Activities. You can book directly from our website
- Fun Facts
- Top 10 attractions "things-to-do".
- Island's tourism.
- Conservation initiative.
- Businesses - our advertisers.
- Radio stations. Listen while scrolling.
- Tourism videos.
- Photography.
- Social media - live updates.
- Weather forecast - live.
- Caribbean tips.
- Serious facts - language, food, population, geography history etc.
- Caribbean Articles.
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