Safe. Uncrowded. Affordable. Finding all three in the modern Caribbean usually feels impossible. But if you are willing to bypass the major tourist hubs and trade the mega-resorts for a tiny commuter flight, there are three breathtaking, untouched islands still hiding in plain sight. It is getting incredibly hard to find islands that haven’t been …
It is official: the golden era of low-bureaucracy travel, where you could simply grab your passport, throw some swimsuits in a carry-on bag, and board a flight for a tropical getaway, is rapidly coming to an end. Across the globe, incredible destinations are completely tightening up their borders and introducing brand new digital hoops for …
As someone who spends half the year living out of a suitcase and the other half obsessing over our next trip, I get this question constantly: “Where can I splurge on a Caribbean vacation without feeling trapped on the resort property?” There is nothing worse than dropping five figures on a luxury getaway, only to …
Who says travel has to be expensive? Well, lots of people actually, especially as airfare has reportedly shot through the roof, shuttering Spirit Airlines and driving fares higher for those still taking to the skies. Fortunately for you, we’ve found some of the best deals happening this summer so you don’t have to skip your …
Whenever I’m back home mapping my next trip, my inbox is constantly flooded with the exact same question from travelers: “Where can I go in the Caribbean that is actually safe, totally uncrowded, and doesn’t feel like a giant tourist trap?” It is getting increasingly difficult to answer. Mega-resorts are expanding rapidly, and finding an …
When I am mapping out a Caribbean getaway, my absolute biggest nightmare is ending up on a beach where I have to fight 500 cruise ship passengers just to secure a plastic lounge chair. For decades, the islands have been building massive mega-resorts and giant deep-water ports to pack in as many tourists as humanly …
Trying to map out the perfect off-the-grid Caribbean trip used to end in a massive headache. Historically, if an island was actually safe and totally undiscovered, getting there involved a brutal itinerary… we’re talking multiple layovers, terrifying tiny commuter planes, or sketchy ferry rides. On the flip side, the islands with easy, direct flights from …
Caribbean and trains? That might not be the first combo that comes to mind, but it’s true — you don’t have to hop aboard a boat or waaaay overpay for one of those touristy helicopters offering the same views from a plane’s window seat to experience unmatched views in paradise. Around for well over a …
It seems everyone’s got their eyes set on an Italian or Greek island summer this year, but you know what we’ve always said: when those turquoise-water and piña colada cravings hit, there’s nowhere better to switch off and kick it back than the good ol’ Caribbean. Now, we get it if you don’t want to …
Planning a summer beach trip shouldn’t give you gray hair. When you finally get the time off work to pack a suitcase, the only thing you want to worry about is whether you packed enough sunscreen. You want to sip a cold drink in the sun, not stress out about walking back to your hotel …
When you travel as much as I do, peace of mind stops being a nice-to-have and starts being the whole deciding factor. We all want the crystal-clear water and the white-sand beaches. But do you actually want to relax, or do you want to spend a week with one eye open? Because those aren’t always …
It might seem like the Caribbean has largely been traversed, but there are still a few leftovers tucked beside the main courses — you know, the Bahamas, the Dominican Republic, and Jamaica’s comeback. While Haiti is out of the question and Venezuela is iffy at best, there’s an island nation south of Grenada that’s ready …












