Abstract: This paper investigates the use of handheld mobile devices as exploratory personalized tools for dynamic navigation of the cityscape that go beyond cartographic limitations and directory type services. Unfortunately, existing devices and their applications do not fully address the impelling potential of real-time, interactive tools. Moreover, the volatile, unpredictable randomness of the city life and its ever-changing patterns is rarely captured by static navigational means. This study proposes a tool which encourages personalized experiences of cities by providing a dynamic information space that overlaps the city with individual users, both spatially and temporally.