Valparaíso is a port city on Chile’s coast. It's known for its steep funiculars and colorful, clifftop homes. La Sebastiana, the quirky former residence of Chilean poet Pablo Neruda, is now a museum with far-reaching Pacific views. During the 19th century, an influx of European immigrants left their mark on the city’s architecture and cultural institutions, many of which congregate around downtown’s Plaza Sotomayor.

Syncopated, dilapidated, colorful and poetic, Valparaíso is a wonderful mess. Pablo Neruda, who drew much inspiration from this hard-working port town, said it best: 'Valparaíso, how absurd you are…you haven't combed your hair, you've never had time to get dressed, life has always surprised you.' But Neruda wasn't the only artist to fall for Valparaíso's unexpected charms. Poets, painters and would-be philosophers have long been drawn to Chile's most unusual city. Along with the ever-shifting port population of sailors, dockworkers and prostitutes, they've endowed gritty and gloriously spontaneous Valparaíso with an edgy air of 'anything goes.' Add to this the spectacular faded beauty of its chaotic cerros (hills), some of the best street art in Latin America, a maze of steep, sinuous streets, alleys and escaleras (stairways) piled high with crumbling mansions, and it's clear why some visitors spend more time here than in Santiago.