The purpose of this study was to examine the experiences of conductor-teachers and older adult musicians in a New Horizons ensemble engaged in distance online music-making and music learning. This study employed intrinsic and particularistic qualitative case study designs in which older adult musicians and conductor-teachers of a New Horizons orchestra were interviewed and observed for one year during the COVID-19 pandemic. Primary data sources included verbatim interview transcripts of 11 older adult musicians and the principal conductor, e-mail correspondences, video recordings, and the principal conductor's journal entries. Findings distilled from the data included (a) the information communication technology (ICT) and music learning technology (MLT) introduced and the technological pedagogical and content knowledge (TPACK) needed to teach orchestra members and (b) how orchestra members navigated both ICT and MLT to engage in meaningful music-making and music learning in a distance learning environment. Implications for research and practice include challenging implicit assumptions and messages regarding technology use among older adult musicians, continuing post-COVID distance music learning that may lead to promising models for informal music learning, and continued connectivity beyond the locality of the rehearsal hall.