I once spent $800 a night on a caldera-view suite in the heart of Oia, Santorini’s trendiest town, because I simply didn’t know any better. While the room itself felt incredibly premium, and the fact that my outdoor plunge pool sat right at the foot of the world’s most famous blue dome did somehow make …

Anyone else avoid layovers at all costs? I have traveled full-time for twenty years across more than a hundred countries. If you ask me what causes the most headaches on a long-haul itinerary, it is almost always the connection. Running through terminal corridors after a delayed inbound flight, wondering if your checked luggage made the …

If you’re tired of the Parises and Barcelonas of the world, and you’ve been dreaming of a European getaway that doesn’t feel like every picture and every museum visit feels like standing in line for hours, I’ve got just the place for you. At the risk of sounding repetitive, I’ve been to over 40 European …

I gotta admit, I like House of the Dragon even more than the original series (I know, I’m blaspheming 🫣). And while watching dragons zoom over incredible landscapes on my TV at home in my PJs is great, actually walking through the set puts travel on a whole other level. I am constantly reading fantasy …

Bosnia and Herzegovina is a pretty offbeat destination as it is, but if you’re part of the 0.1% of Europe-bound American tourists who end up coming here, chances are it’s the national capital Sarajevo, or the bridge-famous Mostar where you’ll be headed. We’ve covered those Bosnian hotspots numerous times before, and though tourism has definitely …

Trying to lock in the perfect tropical escape used to feel like a travel compromise. For years, if you found a destination that was actually safe and empty, getting there was a nightmare. On the flip side, the spots with direct flights out of the U.S. were almost always the same ones plagued by massive …

I will be the very first person to admit that sometimes I just want to check into a massive all-inclusive, turn my brain off, and let a resort do all the heavy lifting. But lately, the math is entirely broken. Paying upwards of 800 USD a night just to wear a plastic wristband, stand in …

Missed your Mediterranean beach window this year? Not all is lost. If you didn’t feel like splurging on a $1,000-a-night caldera-view villa in Santorini in July, and those round-trip tickets to Rome were a little too pricey to book last-minute, you don’t need to beat yourself up. There’s no time to mourn the Eurosummer that …

Stop burning $10K on overcrowded resorts or waiting months for a passport renewal just because an exotic getaway feels “too complicated.” I have a better way. Right now, you can board a domestic flight, land on a remote Pacific island, and step onto pristine white sand using nothing more than the driver’s license in your …

If you think Eurosummer’s over, think again: we may be on the brink of fall, but one of Europe’s warmest island destinations will still see average temps of 78°F, swim-ready warm seas, and long, balmy days well into October. Even better: as of this year, getting there no longer requires complicated layovers for Americans. You …

If you’ve arrived a little late to this year’s Eurosummer, you’re probably thinking lounging by the beach and going for early-evening dips in the Med is already off the table. But is it? We’re fast approaching fall, suuuure, but having been to over 40 European countries at this point, I’ve learned how to trick the …

Stop dropping $5K on crowded, cookie-cutter resorts in Cancun or Jamaica just because they feel “easy.” I promise you can do better. Right now you can hop on a short nonstop flight, land in Central America, and stay in a high-end oceanfront boutique lodge for a fraction of the price—with zero jet lag, world-class surf, …