Often overshadowed by Montego Bay, Falmouth is a promising destination on the verdant north shore of Jamaica. The city is rich in architectural heritage reflecting centuries of intriguing history, and is surrounded by natural wonders that show just how much life in Jamaica is intertwined with water — from gushing springs and waterfalls to the calm Caribbean embracing the coast.

Cartagena de Indias reigns as the crown jewel of Colombia’s Caribbean coast — not for checklist attractions, but for its sheer atmospheric magic. Within its 16th-century stone walls (built to repel pirates like Sir Francis Drake), the city unfurls as a living postcard: pastel-hued colonial buildings, salsa rhythms spilling onto cobbled streets, and horse-drawn carriages clattering past vibrant plazas. By day, the scent of fried plantains and coconut rice fills the air; by night, rooftop bars hum with rum cocktails and sea breezes.

Vigo, a port city in Spain's north-west set scenically on the bank of Ria de Vigo estuary, is the world's largest fishing port. Vigo enjoys fine seafood fresh from the Atlantic, as evident in its numerous cozy taverns. The wildly beautiful Cies Islands, along with one of the world's finest beaches, Rodas, are only a short ferry trip away.

The 6th largest city of Portugal, known for its wine and amazing weather, Funchal is more than just the hometown of Cristiano Ronaldo. The city is filled with historical buildings, fantastic cuisine and surrounded by the truly spectacular nature of the Madeira archipelago. Make sure to taste the famous Madeira wine and pastel de nata.