Within the Intergenerational Co-design of Novel Technologies In Coastal Communities (ICONIC) project we aim to create technologies aimed at enhancing the wellbeing of older adults through codesign workshops with both older adults (aged 50+) and younger participants (aged 16-30). This is an intermediate report summarising our reflections on the co-design of extended reality and underwater telepresence technologies. For the two technologies' core development track, we held thirteen intergenerational workshops in total, that took place between August 2023 and July 2024, with 24 older and 12 younger participants. As a result of the co-design, we are developing prototypes, including live video streaming from an underwater 360°camera, augmented with interactive elements, and an extended reality experience based on a historical landmark. In this report, we examine key factors affecting intergenerational technology co-design workshops, focusing on participant motivations, recruitment, group dynamics, time management, and methodology. Participants were mainly motivated by the chance to learn about unfamiliar technologies. Recruitment proved challenging, especially with digitally excluded individuals and younger participants. Intergenerational interactions revealed a positive and productive dynamic, with younger participants often assisting older adults in understanding technology and taking the lead in hands-on activities. Effective time management, regular breaks, and flexible workshop activities were crucial for keeping participants involved, as well as focusing on simple tasks, clear instructions, and the incorporation of ongoing feedback. Progressive building of technology awareness and balancing creativity with realistic constraints is key to an inclusive design process. This report summarises our experience to inform and encourage researchers and practitioners that aim to use co-design methodology for technology development.