In this chapter, we present the main interaction design issues that arise during the development of edutainment scenarios through the use of branded augmented reality (AR) authoring environments. Most proprietary AR systems offer limited interaction features within their entry-level version, while licensing unlocks the desired advanced features. In order to overcome this problem we employ experimental multimedia development methods for the design of content for those platforms, enabling the development of fully featured case studies where interaction is implemented both physically and virtually. The introduction and literature research sections are complemented by selected experimental case studies that explore the interaction capabilities. It is shown how these may be implemented using limited AR resources. The chapter concludes with the presentation of the social software perspective of the communication process, as the application areas and the content domain presented in this work feature clear collaborative potential that needs to be addressed by system design.