Oistins, Barbados

With a population of just 1,471, Oistins is a sleepy fishing village masquerading as a tourist hub. The Friday night "fish fry" may draw crowds, but the reality is a persistent bureaucratic headache and a climate that can be oppressive even for the most seasoned tropical dweller. While the nearby airport provides ample plane-spotting opportunities, the quaint colonial charm wears thin quickly for those seeking more than a fleeting tropical escape.