The Villa Montana Beach Resort; Aguadilla, Puerto Rico

What’s more relaxing than hearing the sound of the waves gently lapping against the fine golden sand while you snooze under a palapa? (Answer: Nothing. Duh.) Whether planning a family trip, a romantic tryst, or a long weekend away with friends, choosing the best beach is probably as important — or more — as booking the right hotel for your vacation. But nobody said it was easy to decide, with the many gorgeous options we’ve curated just for your (rainy day) viewing pleasure.