Itinerary Sponsored by Cole Haan

On the Run: Los Angeles

Originally named “Venice of America,” Venice, California, owes its existence to a wealthy developer’s dream of a canal-laden resort town west of Los Angeles. The dream didn’t last long: After opening in 1905, the city went broke before joining Los Angeles in 1926. The decades of neglect that followed earned Venice the nickname “the slum by the sea,” but its affordability also attracted artists, beginning with the Beats in the late ’50s. Venice’s identity as a rough-around-the-edges artist haven endures more than 60 years later, though its affordability less so. If you’re looking to plot a trek across Los Angeles pavement and beaches, zero in on Venice with a run that oscillates between fast-and-furious and slow-and-curious. Take on this 5.2-mile run in one go, break it up into multiple runs, or do it in reverse. With the right running shoes, you’ll be ready to navigate Venice’s storied past and its eternally eccentric personality.