New visitors may have heard of the island’s luxuries, but devotees who return year after year know that the destination also does laid-back beach bars and local Caribbean fare very well. With Anguilla’s world-class resorts, secluded, romantic villas, and even some of the best family-friendly beach resorts in the Caribbean, it’s hard to imagine any style of traveler who wouldn’t find something to love here.

Anguilla locals and visitors alike recommend jumping aboard a classic sailing vessel, known as a sloop, with Tradition Sailing Charter, saying this is the best way to explore the coastline of Anguilla in style.