Analysis of waterfront morphology reveals a consistent connection between the economic history of cityports and evolution of their waterfronts. This article examines the case of Trieste, using the historical staged model proposed by Hoyle and recently re-elaborated by Vallega. The economic, social and urban changes of the past are clearly reflected in the way the water facade of Trieste has evolved; similarly, the city's future prospects lie in a radical redevelopment of the waterfront.