Briefing serves as a foundational element in maritime navigation training, setting the stage for meaningful engagement with simulation-based scenarios. These prospective and preparatory activities aim at managing student expectations and providing them with an understanding of the learning objectives, the upcoming task, and contextual condition they will encounter during the scenario. This chapter examines the pedagogical and operational aspects of briefings, exploring how this phase serves as a starting point for bridging between abstract knowledge and knowledge-in-action. By focusing on the intricacies of preparing students for simulation, planning the briefing as well as the delivery of instructions in briefings, the chapter underscores the critical role of briefings in enabling participants to approach simulations not merely as technical exercises but as opportunities for skill development and professional growth.