Digital media are part of everyday life and have an intergenerational appeal, entering older people’s agendas, practices, and habits. Many people aged over 60 years lack adequate digital competences and media literacies to support learning, well-being, and participation in society, thus imposing a need to discuss older people’s willingness, opportunities, and abilities to use digital media. This study explored older people’s media use and repertoires, digital competences, and media literacies to promote media literacy education across all ages. The article discusses the data from 24 interviews with older people aged 65 to 98 years in Italy to answer the following research questions: What kinds of media repertoires emerge? What kinds of competences and media literacies can be described? What kinds of support and training do older people get and wish to receive? The analysis of the data produced four specific profiles concerning media repertoires: analogic, accidental, digital-instrumental, and hybridised users. Media literacy is still a critical framework, but the interviewees were open to opportunities to improve their competences. The use of digital media has received a strong boost due to the pandemic, as digital media have been the only way to get in touch with others and carry out their daily routine.