The sight of the Mostar Bridge in Bosnia & Herzegovina is one that stirs the heart of visitors and locals alike. In 2015 it was selected for one of the Red Bull Cliff Diving Competitions and, as I found myself backpacking without a strict itinerary, I made arrangements to journey there from Dubrovnik. For me, the thrill-seeking adrenaline junkie within still comes out on occasion, typically when towering heights are romanced by deep waters. With my visit spanning a couple of days, I was ecstatic in thinking that, as soon as the crowds cleared out, I would walk along the extraordinary landmark and jump off the bridge myself. After spending one afternoon downstream on some riverbank cliffs, I had a profound shift in my thinking that has affected how I perceive my travels, and the people I meet as a result of those travels. My awakening in Mostar spurred the dilemma I face with understanding my own rite of passage.