This study investigates the relation between the city and the theatre, as a mean of design, analysis and description of urban space. The field of the research is a part of the waterfront, in Volos, near the archaeological landscape of ancient Dimitriada. The design and analysis of the area is based on dramatic, architectural terms. Αsystem of amphitheathers is located in the bay and a floating, circular stage defines the background of the performance. The programmatic analysis focuses on the relation between the resident of the city and the sea and proposes the creation of public spaces and buildings which enhance its connection. Urban plantings serve as mean of revival of the archaeological space of Dimitriada. The city, as a dynamic system, reflects the sociopolitical changes and looks for different forms and mechanisms of expression. Contemporary dramaturgy has abolished the separation between performers’ space and urban space, transforming spectators and residents into social observers. The theatre uses different forms of expression and exploration of urban environments that evaluate the argument that cities are “live performances” and the landscape becomes the “protagonist” of a public, urban drama.