Inside Ralph Lauren’s Corner of Jamaica, Where Style and Legacy Live by the Sea

There are places that trade in flash, and there are places that don’t need to. Round Hill is the latter. This isn’t a resort that tries to keep up with the moment—it’s a destination that helped define one. Set on […]
The 10 Best Hotels in St Vincent and the Grenadines, From Canouan to Bequia

St Vincent and the Grenadines is one of the Caribbean’s most enchanting destinations—a collection of 32 islands and cays where luxury meets authenticity and natural beauty is everywhere you turn. From the secluded beaches of Canouan to the charming hillsides […]
In St John, “A Powerful Reminder of Who We Are as a People”

There’s something different in the air on St. John this time of year. The breeze carries the rhythm of drums. The scent of callaloo and johnny cakes floats through the streets. And the whole island feels like it’s about to […]
The 11 Best Hotels in Anguilla, From Iconic Luxury to Hidden Beachfront Gems

Anguilla doesn’t do big. It doesn’t do crowds. What this tiny Caribbean jewel does do—better than almost anywhere—is world-class beach luxury. Think long, empty stretches of sugar-white sand. Private plunge pools. Rum punch on arrival. Service that feels more like […]
This May Be the Most Beautiful Beach in the US Virgin Islands

You hike down the hillside trail and catch your first glimpse. It’s not the photographs. It’s better than the photographs. The white sand arcs around a bay so blue it looks hand-painted. And just offshore, a tiny green cay rises […]
This Secret Hideaway in the British Virgin Islands Has Seven Beaches, a Nature Sanctuary and No Crowds

There’s no sign, no marina, no welcome center. Just a quiet cove and a soft landing. A boat drops you off on a private dock, and suddenly, you’re not in the Caribbean you thought you knew—you’re on Guana. Spread across […]
These Are the 10 Best Luxury Resorts in the Caribbean For Families

You know the feeling. The flight’s behind you. The ocean’s ahead. And for once, everyone’s smiling. No tantrums, no teen eye-rolls—just wide Caribbean skies, warm trade winds, and the sound of waves syncing with your own exhale. This is the […]
Old San Juan to Condado: The 11 Best Hotels in San Juan, Puerto Rico

San Juan is where history, style, and the sea converge in one of the Caribbean’s most vibrant cities—and one of its best places to stay. From the iconic pastel buildings of Old San Juan to the golden beaches of Condado and […]
6 Caribbean Islands Americans Can Visit Without a Passport

You don’t need to leave the country to find turquoise water, white sand, and that unmistakable Caribbean breeze. For U.S. citizens, several Caribbean destinations offer a full island experience—with no passport required. Whether you’re looking for a weekend escape or […]