Higher Education institutions face specific challenges preparing graduates to live and work in transdisciplinary and transcultural environments. It is imperative for these institutions to provide their students with the skill sets that will give them the mobility and flexibility to be able to operate efficiently in different cultural and professional contexts. This position paper proposes that developing proficiency in Cultural Literacy will allow graduates of Higher Education institutions to transcend such cultural and disciplinary boundaries. In this paper we define Cultural Literacy in Higher Education as a modus operandi and a threshold concept, following Meyer and Land's understanding of the term. We also propose "Destabilisation" and "Reflection" as two strategies for teaching Cultural Literacy, and examine three case studies where these strategies were successfully embedded into teaching and learning spaces.