Terracina, Italy

The population of Terracina is a modest 44,720, but don't let that fool you - this coastal Italian city comes with its fair share of headaches. The ancient Roman ruins are impressive, but the bureaucracy is a persistent hassle, and the marshy environment breeds persistent malaria. While the scenic seaside location and mild climate may appeal to some, the frequent pirate attacks and periodic sackings throughout history are a sobering reminder that Terracina is no idyllic paradise. This city is best suited for the resilient, cynical expat seeking an authentic Italian experience, warts and all.