Old Harbour, Jamaica

With a population of just 28,665, Old Harbour is a sleepy backwater town that offers little to draw in foreign residents. The nearby Port Esquivel may be a major shipping hub, but the town itself is a dull, remote outpost with a shuttered railway station and little to recommend it. Bureaucracy is a persistent headache, as the town's infrastructure struggles to keep up with even modest demands.

In short, Old Harbour is best suited for those seeking a quiet, isolated retirement or lifestyle far removed from the hustle and bustle - though even then, the lack of amenities and services may prove a deterrent. This is not the vibrant, cosmopolitan destination that many aspiring expats have in mind.