7 Affordable Island Destinations To Visit Right Now

Share The Article A lot of famous island destinations charge a premium just for the zip code. You end up paying five hundred dollars a night for an ok-ish room and 20 bucks for a watered-down drink. My wallet just doesn’t handle it well, and I don’t like vacationing and feeling like I’m wasting money. […]

5 Of The Safest Undiscovered Caribbean Islands Americans Can Fly Nonstop To Right Now

Share The Article The first true cold front just blew through my hometown of Louisville, and my mind shot straight to the Caribbean. But I’ve been craving a more ‘off-path’ vacation without the hassle. Trying to map out the perfect off-the-grid Caribbean trip used to end in a huge headache. Historically, if an island was […]

This Fast-Rising Greek Island With Turquoise Coves, $55 Hotels, And Smaller Crowds Is The New Mykonos

Share The Article Forget Mykonos and the elitist, invite-only white parties. Greece’s trendiest island right now is a compact, rugged gem in the heart of the Cyclades, where timeless fishing villages are fringed by turquoise waters, ancient castles lie in romantic ruins, and crowds remain manageable. Not exactly zero, but not Little Venice-level crazy, either, […]

This Tiny Island Is Known For Its Gorgeous Tropical Landscapes With 33 White Sand Beaches, 82°F Winters, And $15 Local Seafood

Share The Article When the morning frost hardens the grass in my backyard here in Louisville, my mind shifts straight to the Caribbean. The sky turns a dull grey, the wind cuts through your jacket, and all you want is a warm beach. I spend hours looking at flight maps trying to find an escape. […]

10 Common Mistakes To Avoid When Planning A Caribbean Vacation

Share The Article Planning a Caribbean trip seems foolproof. You book a flight, throw swim trunks in a bag, and assume the rest will work itself out. It won’t. Liz and I have spent a big chunk of our lives in the Caribbean. We’ve made every rookie mistake in the book. We’ve been stranded without […]

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