This chapter focuses on the question of whether and how a strong sense of community and connection can be fostered within an online community music context. The authors draw upon a thematic analysis of interviews carried out with online community music workshop participants and facilitators, focusing on the following questions: 1. Did participants experience a sense of community within the online context, and if so, how was that described? 2. What were the experienced enablers and/or barriers to a sense of community and connection being established? 3. What were the elements that facilitated interpersonal connection, and/or counteracted isolation, within the online creative community music workshops for senior adults? Our analysis revealed pedagogical practices and environmental factors that either helped or inhibited community building. Connection was found to be facilitated through technology, the sense of being in a shared lifeboat, improvisation, meaningful listening, and individual recognition. These are all important factors in designing and planning for future online activities.