Maldonado, Uruguay

Capital City

With a population of just over 100,000, Maldonado is the fourth-largest city in Uruguay, but the reality is that it's a sleepy coastal town with a heavy bureaucratic presence. The Spanish colonial architecture and temperate climate may appeal, but persistent headaches like the Falkland Current's influence on the weather could test one's patience. Ultimately, Maldonado is best suited for retirees and those seeking a slower pace of life, not ambitious young professionals.