Pitalito, Colombia

This Colombian town may be the coffee capital, but the bureaucracy is a persistent headache. With a population of 133,205, Pitalito is the second-largest municipality in Huila department and a major producer of the country's prized coffee. However, the constant threat of indigenous attacks and unrest in the surrounding regions is a significant drawback. The mild climate and fertile lands may attract some, but the hassle of navigating local red tape is likely to deter many would-be expats. Pitalito is best suited for die-hard coffee enthusiasts willing to tolerate a heavy dose of bureaucracy.