The integrated transformation of port cities necessitates a strategic and participatory approach to urban planning, emphasizing the pivotal role of waterfronts in reshaping urban identities. This chapter outlines a framework for developing an incremental model for city-port interfaces, advocating for clear visions and strategic objectives that align with stakeholder interests. By employing decision-centred planning, the process fosters collaboration among diverse actors, ensuring that transformations are both innovative and grounded in existing realities. The discussion highlights the importance of balancing radical and conservative approaches to development, utilizing tools like Socio-Technical Roadmaps (STRM) for effective stakeholder engagement. Ultimately, the chapter underscores the significance of action plans, zoning regulations, and green infrastructure in achieving sustainable urban regeneration, while also addressing socio-economic impacts through comprehensive assessments.