Classic Caribbean
BERMUDA
Waterloo House
Sophistication and refinement never go out of style at Waterloo—which, unlike most of its competitors, sits on a harbor rather than a beach. Polished mahogany antiques and chintz-covered upholstery in the 30 guest rooms contribute to the British tea-party atmosphere. Bermuda may have lost its edge in the fashion race in recent years, but it is poised for a roaring comeback.
JAMAICA
Half Moon
There's timeless, and then there's Half Moon, where Colonial Revival architecture and elegant Queen Anne-style furniture share rooms with brilliantly colored, patterned bedspreads. Think of the place not as a resort but as a small city: the 398 rooms are spread over 400 acres. Time hasn't stopped completely at this 1954 resort—but almost.
