Montego Bay, Jamaica

Capital City

With a population of 97,890, Montego Bay is no tropical paradise. As Jamaica's second-largest city, it serves as the country's tourism hub, but that comes at a cost. The bureaucracy is a persistent headache, and the tropical monsoon climate means the area sees over 45 inches of rain annually.

Still, Montego Bay's status as a major cruise ship port and home to the busiest airport in the Caribbean region makes it a magnet for expats and investors looking to capitalize on the tourist trade. However, those seeking a laidback island lifestyle may find the city's frenetic pace and heavy traffic a turnoff.

This dynamic city is best suited for those who can navigate its challenges and want to be at the heart of Jamaica's booming tourism industry.