Few islands on the planet are as complex and captivating as Cuba. Just 90mi (145km) from the United States – yet a world away in nearly every sense – the Pearl of the Antilles is so much more than cars, cigars and crumbling snapshots of Havana. Beyond the sea of pink Cadillacs are coastal towns that feel as old-world as you’d imagine. Whether you’re a fan of rum, seafood, or simply a good fishing hole, you’ll find everything when sailing the towns of Cuba’s coast.
Chart a course for Cuba by renting a yacht with SamBoat.
Close to Cayo Largo del Sur – one of the ports where your yacht can gain official passage throughout Cuba – Nueva Gerona is the sole city on Isla de la Juventud, otherwise known as the “Island of Youth”. Fishing and swimming on the black sands of Playa Los Estudiantes and Bibijagua may seem like paradise, but an exploration of Nueva Gerona’s interior will lead you to the Presidio Modelo – an abandoned prison where Fidel Castro served time.