With its rocky coast and treacherous shoals, shipwrecks were a common occurrence in nineteenth-century Massachusetts. Few claimed as many lives as the City of Columbus. The night was clear and the route familiar for Captain Schuyler Wright and his experienced crew as they sailed a ship equipped with the latest technology. Yet with all this, the City of Columbus went down with 103 souls. Over a century later, Eric Takakjian and the Quest Marine Services team located the wreckage of the City of Columbus on the north ledge of the Devil’s Bridge, off the southern tip of Gay Head. Historian Thomas Dresser takes us into the icy waters of the Atlantic as he recounts the terrible chain of events that led to disaster on that fateful night.