Beautiful places like Anguilla often breed artists inspired by their surroundings—and craftsman Cheddie Richardson is one of them. “I wandered into his carving studio by accident, but I’ve been a fan ever since” ...

On her first Friday night in Anguilla, Natassia Parker saw gray plumes of smoke rise and smelled the char of grilled meat in the air. “I didn’t know it then, but this island is a barbeque mecca and those were signs the weekend had started,” she says. “By now I’ve tried every roadside stand, but Ken’s BBQ is adored by locals and well worth the 20-minute drive from Malliouhana.

Spotted moray eels slither like snakes around the wreckage of MV Oosterdiep near Anguilla’s Mead Bay, while schools of fish dart around its overgrown remains. Lying at the bottom of the cold, dark ocean, ghostly shipwrecks like Oosterdiep capture the imagination—leaving us to wonder about the fate of its passengers.