Modern technologies surround people every day, including seniors. The aim of this pilot study was to create a maximally user-friendly mobile application in order to meet older users’ individual needs. The research sample consisted of 13 older individuals at the age of 55+ years with a mean age of 67 years, living in the Czech Republic. The key assessment tools of this pilot study were the developed application and usability testing. The findings confirmed that the newly developed mobile application for teaching English met the needs of cognitively healthy seniors, and was acceptable and feasible. In addition, it indicated what technical (e.g., visual interface or easy navigation) and pedagogical (e.g., an instructional manual or adjusting to seniors’ learning pace or clear instructions) aspects should be strictly followed when designing such an educational smartphone application. In addition, the authors of this pilot study provide several implications for pedagogical practice. Further research should include more empirical studies aimed at the exploration of educational mobile applications for older generation groups with respect to meeting their individual needs in order to enhance their overall well-being. However, such studies are, nowadays, very rare.