Share The Article When I walk outside and start feeling like I have to grab a jacket, my brain is already jumping to the beach. But checking hotel prices can kill that dream fast. A lot of famous island destinations charge a premium just for the location. You end up paying over five hundred bucks […]
Share The Article Most Caribbean marketing is purely fantasy. The brochures show you empty sand and local culture. You book the ticket, step off the plane, and get dropped off at a mega-resort with two thousand other people. Is that travel? While you’re technically in a new place, it doesn’t feel authentic. If you want […]
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 When winter rolls around, most travelers stick to a predictable formula. Millions of winter-weary travelers fly to the same handful of commercialized island hubs. You spend weeks dreaming about a relaxing tropical escape only to drop thousands of dollars to stand in a buffet line, fight for a pool chair at 7:00 […]
Share The Article When we hear the phrase “all-inclusive resort,” we almost universally picture the exact same exhausting tropical routine. You wake up at 6:00 AM to aggressively claim a plastic pool lounger with a rolled-up towel, you drink sugary neon cocktails out of plastic cups, and you settle for mediocre buffet food for five […]
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 […]
Share The Article The Riviera Maya is completely saturated. Massive all-inclusive complexes dominate the coastline from Cancun down to Tulum, packing American travelers in shoulder to shoulder around crowded buffet lines and overpriced swim-up bars. Don’t get me wrong, I love a good all-inclusive when I need an easy vacation but sometimes my soul wants […]
Share The Article Remember the good ol’ days? It wasn’t that long ago that you could snag a seven-day, five-star, all-inclusive getaway south of the border for a couple of grand. Fast forward to 2026, and that exact same week-long luxury beach holiday is now routinely tipping the scales at $5,000 or more. Between the […]
Share The Article Arrived late to Eurosummer? Unless you’re down for splurging on a $1,000-a-night villa on the Amalfi Coast, and you’re not exactly averse to crowds, you might want to save your little culture-infused getaway for a little later in the fall: This stunning coastal city in the Eastern Mediterranean has ancient ruins, gorgeous […]
Share The Article There is a very specific, deeply exhausting kind of dread that hits you when you finally step off a long flight, mentally ready to start your vacation, only to be funneled directly into a massive, two-hour international customs line. You are standing under harsh fluorescent lights, frantically searching your carry-on for a […]