Pestana Fisherman Village

Hemingway spent time in Câmara de Lobos, the fishing village just west of Funchal, and this boutique hotel leans into that provenance with handwritten passages from "The Old Man and the Sea" printed large above the beds. Forty-seven rooms across a pair of heritage buildings keep things intimate, and the rooftop terrace looks straight out to sea. Breakfast is served on-site; lunch and dinner mean a two-minute walk to the sister property next door.