Culture is frequently used as a means of promoting sustainable urban development. Indeed, in many areas across Europe, cultural and recreational routes or clusters have so far been utilized in order for urban regeneration and structural reconstruction to be pursued. Such routes have been developed in Greek cities as well, e.g., in the cities of Volos, Thessaloniki, and Athens. In the Greek capital, Athens, a couple of axes are actually recognized as cultural ones. Andreas Syngrou Avenue, initially designed as a six/eight-lane freeway located at the heart of the Athens metropolitan area, is one distinguished example. By focusing on this axis as a cultural route/cluster, the goal of this article is to elaborate on smart and sustainable mobility patterns for strengthening its cultural/recreational identity and increasing its attractiveness. To accomplish this goal, critical problems confining citizens’ mobility and access to various cultural landmarks in this area are identified and are properly dealt with, stressing the importance of sustainable mobility in relevant cultural planning endeavors. Based on the study and an assessment of the current state of this route (land uses, traffic loads, design qualities, and environmental affordances), a sustainable mobility proposal is provided in order for a master plan that enhances and develops the cultural function and identity of this route.