Research into the impact of the COVID-19 pandemic on educational institutions in Ireland has primarily focused on third-level courses and initial teacher education programmes. Little research has captured the experiences of practising post-primary teachers and their students as they made the transition to online learning. This study begins by examining the digital context of post-primary education in Ireland prior to the COVID-19 pandemic, paying particular attention to ICT policies and their recommendations. Following this, the importance of schools as more than a centre for curriculum delivery is examined, as well as the potential challenges adolescents face in non-face-to-face contexts. In total, 49 teachers and 130 students participated in the study by completing online surveys about their online learning experiences. The findings indicate that although teachers felt underprepared, many benefits to online learning were identified, especially around assessment and the provision of asynchronous content. Students enjoyed elements of online learning but felt overwhelmed and isolated.