Why you should stay: White-sand beaches, calypso beats and reefs ideal for snorkeling—Anguilla's draws are obvious. Malliouhana is one of the top resorts on the island. Perched on a cliff, this 5-star icon features a two-tiered infinity pool and sunset-view beach bar. Past guests who've stayed here rave about its unbelievable views, incredible staff and perfect location.

What's the big deal? Save nearly $1000 on 3 nights (or more) in a spacious oceanview room in spring or summer. This offer includes a $150 resort credit and a private rum-and-chocolate tasting for two people.