The gap between research and practice can be seen in multiple disciplines, including architecture and planning. If left unattended, this gap between researchers and practitioners will hinder co-learning and collaboration. Beyond acknowledging the existence of a gap, appropriate opportunities and methods to promote exchange and learning must be identified. This chapter proposes a new perspective on existing tools for co-learning and collaboration through a method based on continuous interaction and multidirectional exchanges of knowledge. Innovation lies in the dual application of practical and academic perspectives through an increasingly integrative process. Semi-structured interviews with municipal planners and consultants are the base for a literature review on collaborative tools. In addition, an observation period of planning practices culminates in a collaborative process between researchers and practitioners. As a case study, Porto’s Metropolitan Area (PMA), in Portugal, was selected, and a few municipalities identified for in-depth approaches. The findings of this research work confirm arguments in literature of a numerical view of urban form in planning practice, suggesting a very restrictive understanding of the potential of morphological theory, concepts and methods. Likewise, the findings also identify administrative and financial barriers to the application of research into planning practice in this topic. However, results suggest specific planning instruments and tasks where integration of morphological research can be facilitated. The final section of the chapter raises questions on the types of relationships and projects that can generate this level of co-learning on a consistent basis.