Funchal, Portugal

Capital City

With a population of just 29,403, Funchal is a mere speck on the map compared to Portugal's bustling cities. But don't let its size fool you - this Madeiran capital is a major tourist draw, serving as a popular stopover for cruise liners and welcoming over 5 million passengers to its airport annually. However, beneath the veneer of picturesque landscapes and historic charm lies a persistent bureaucratic headache. The city's fortifications, once built to fend off 16th-century French privateers, now struggle to keep up with the demands of modern infrastructure. Still, for those seeking a subtropical respite from the mainland's hustle and bustle, Funchal's temperate climate and laidback island lifestyle may prove a worthy tradeoff.