Smartphones and applications (apps) are replacing traditional assistive technology devices for people with vision impairment (PVI) to support their mobility and independence in daily life. However, training and learning support to enable PVI to use this technology to its full advantage requires further research. A better understanding of what, and how, training and learning support is currently being provided is required to inform the future development of training and best practice in the area. This study, using an interpretive descriptive qualitative approach, aimed to explore the perspectives of trainers on the current provision of smartphone training in Australia, Canada, and Singapore. Semi-structured interviews with 22 trainers, including 13 trainers with a vision impairment, discussed how training is currently conducted, the challenges, and their ideas on what would constitute a high-quality or ideal training programme. The data were analysed using thematic analysis and six themes emerged: structure and content of training; training provides hope, independence and connection; trainers’ approach and attributes influence training; informal support and other avenues for learning; challenges associated with providing training; and suggestions to improve training. Participants highlighted that smartphone training was a source of hope for PVI and that it enabled independence. The importance of responding to clients’ emotional needs, in addition to their learning needs in an individualised and graded approach, was discussed as critical to the success of training. Trainers with vision impairment who weaved their lived experience into the training sessions found this to be beneficial to their clients’ learning and adjustment to vision loss.