Share The Article Fall road trips are usually a trap. You picture yourself cruising down a quiet country highway surrounded by gold leaves. Instead, you spend six hours staring at the brake lights of a rental SUV on a two-lane mountain pass. Sitting in bumper-to-bumper traffic is not relaxing. Hunting for an overpriced parking garage […]
Tag Archives: Towns
Travel Guide
10 Most Beautiful Beach Towns Across The Caribbean With Island Charm and Postcard-Worthy Views
11
Oct
Oct
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 […]
Travel Guide
15 Charming European Towns Where The Fall Foliage Is Truly Dazzling, From Scotland To Slovenia
07
Oct
Oct
Share The Article When most travelers think about chasing fall foliage, their minds immediately jump to the northeastern United States or the sprawling national parks of Canada. But Europe undergoes a spectacular, deeply underrated transformation every autumn. Autumn in Europe is my absolute favorite time to travel. The summer crowds vanish, the heat breaks, and […]
Travel Guide
5 Of The Safest Undiscovered European Towns With 11th-Century Castles, Zero Crowds, And $70 Boutique Stays
05
Oct
Oct
Share The Article Ever been to Europe thinking you’d find the exact same cobbled, fairytale town you saw on that flying-dress influencer’s viral reel, only to be met with a ton of people and cramped, matchbox-sized B&Bs priced like a boutique hotel? They call the acute culture shock some tourists experience upon finding the real […]
27
Sep
Sep
Share The Article As we inch closer and closer to 2027, major publications are dropping their highly anticipated destination lists (we’ll be doing the same soon!). Lonely Planet just released their Best in Travel 2027 list, and they highlighted some really awesome spots across the world. When it came to Europe, they had some perfect […]
13
Sep
Sep
Share The Article When you spend enough time jumping between Caribbean islands, you quickly realize that the region’s true soul is rarely found inside the guarded gates of a mega-resort. It lives in bustling markets, weathered colonial alleys, and quiet fishing harbors where daily island life unfolds. If you want a vacation that actually feels […]
Travel Guide
5 Best Underrated Towns To Visit In The Caribbean According To Locals and Travel Experts
09
Sep
Sep
Share The Article I’ve spent years traveling around the Caribbean for fun, for travel conferences, and I even lived there long-term twice. When you spend that much time there, you quickly realize there’s a huge difference between a town that looks on great Instagram and a local community that blows your mind in real life. […]
Travel Guide
Americans Can Now Fly Nonstop To 4 Of The Safest Undiscovered Central American Escapes With Affordable Luxury, Hidden Surf Towns, and Ancient Ruins
23
Aug
Aug
Share The Article 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 […]
Travel Guide
One Of The Caribbean’s Coolest Beach Towns Is An Immaculate, Passport-Free Puerto Rican Paradise
10
Aug
Aug
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 […]
Travel Guide
Trade the Mega-Resorts for Quiet Sands: 3 Hidden Mexican Beach Towns Americans Need to See
06
Aug
Aug
Share The Article Trust me, I love the zero-stress appeal of a great mega-resort just as much as anyone else when I desperately need a break. But while Cancun, Cabo, and Puerto Vallarta tend to hog the spotlight for US travelers, my 20 years of flying south from LAX have taught me one thing: real […]
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