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. […]
Tag Archives: Island
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, […]
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. […]
Share The Article I hate seeing what is happening to the Caribbean right now. Every time I fly down, another quiet beach is gone. Some developer paved it over to build a giant concrete resort. You know exactly what that kind of trip looks like. You can do better, I promise. My wife Liz and […]
Share The Article Every winter, Americans looking for a European getaway run into the exact same issue. The Mediterranean shuts down, the coastal towns board up their windows, and reaching the warmer islands off the coast of Africa requires exhausting layovers. But the flight map has finally shifted, and travelers are taking notice. Madeira, a […]
Share The Article Finding a Caribbean island escape that doesn’t drain your bank account usually feels like a lost cause. When you factor in flights, hotels, and food, a simple long weekend can easily push into the thousands. But you do not have to settle for staying home this season. Travel experts at Kayak recently […]
Share The Article When the cold weather finally settles over the Midwest, the absolute last thing most of us want to do is fight for a square foot of sand in South Florida. I spend a massive chunk of my year analyzing travel data for Travel Off Path, and the trend is undeniable: travelers are […]
Share The Article If you think the golden age of discovering an untouched, fiercely authentic Caribbean island is over, think again. As holiday decorations hit the shelves and the damp winter chill settles over the U.S., the urge to escape to the tropics becomes undeniable. When most travelers think of The Bahamas, they immediately picture […]
Share The Article When the cabin doors open on the tarmac at Maurice Bishop International Airport, you aren’t hit with the smell of exhaust or generic terminal air—you are hit with the faint, warm scent of sea salt. You step down the metal stairs, look up at the lush island surrounding you and immediately realize […]
Share The Article The second the high-speed boat cuts its engines and pulls into the dock at Blowing Point, the frantic pace of the outside world completely evaporates. You step off the wooden pier, look down at water so clear it looks like liquid glass, and immediately realize you have arrived somewhere genuinely special. There […]










