Ocho Rios, Jamaica

With a population of just 16,671, Ocho Rios is more of a tourist trap than a practical place to call home. This former fishing village on Jamaica's north coast has seen explosive growth in recent decades, transforming into a hub for cruise ships, duty-free shopping, and all-inclusive resorts. But beneath the glossy veneer, the bureaucracy is a persistent headache, and the town's history as a pirate haven lingers on.

While Ocho Rios offers plenty of diversions for vacationers - from swimming with dolphins to exploring the Fern Gully gorge - the reality is that this is a town designed for visitors, not residents. The long commute times and heavy traffic make it a poor choice for anyone seeking a laidback island lifestyle. Ocho Rios is best left to the cruise ship crowds and package tourists.