From late December to early January, Anguilla is a veritable star safari that gives St-Barth a run for its money. In March the holiday rush finally starts to die down – brilliant beaches are yours for the taking. From July to August prices drop to reasonable levels – capitalize on breezy weather before the humidity kicks in. The lightest rainfall is generally from February to April and the heaviest from October to December. Inflated high-season rates start around mid-December and go until mid-April. Many hotels shut down for the entire month of September and often October as well.