Share The Article If you’ve ever driven between New York City and Boston, you know the I-95 corridor is the opposite of relaxing. It’s usually endless brake lights and overpriced rest stops. But if you’re willing to veer inland off the interstate and drive into the Litchfield Hills of Connecticut, the landscape totally transforms. Whenever […]
Share The Article 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 […]
Share The Article 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 […]
Share The Article 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 […]
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 […]
Share The Article I always tell people that fall is the absolute best time to travel. The punishing summer heat breaks, the massive crowds finally go home, and you hit that perfect shoulder-season sweet spot where flights and hotels drop by up to 40 percent. But this year, the data is telling a very specific […]
Share The Article Whenever I’m stuck in the States for too long, I start dreaming of the Caribbean. But after years in the travel industry, I have realized that not all islands are created equal. Some are essentially just giant, flat sandbars designed for mega-resorts, while others possess a deep, layered culture that makes you […]
Share The Article If you have ever stood on a pier in the Caribbean, you’ve probably witnessed the ultimate vacation nightmare: a massive cruise ship slowly pulling away from the dock while a frantic passenger waves their arms from the shore. It’s brutal to watch. When Liz and I plan our trips, we usually just […]
Share The Article Stop wasting the first three days of your hard-earned PTO fighting jet lag and massive international customs lines. As someone deeply embedded in the travel industry, I constantly watch travelers make the exact same logistical mistake. They book brutal, multi-leg flights across the Atlantic to Europe or across the Pacific to Asia, […]
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 […]










