I once considering buying a classic 150cc Vespa and trying to ride it from Barrow, Alaska to Tierra del Fuego. It seemed like a fine challenge for that Italian icon. Thankfully, common sense (and a lack of money) intervened before I made any serious plans.
This video shows a riding challenge that is shorter, but still demanding. A man named Boulon treats his modern-style Vespa like a stunt bike and maneuvers it through a skate park in Marseilles, France.