Dams and dikes within tailings storage facilities (TSFs) present particular inspection challenges: steep slopes, water presence, inaccessible faces, vast perimeters, and seasonal snow cover all contribute to making inspections lengthy, hazardous, and difficult to replicate consistently. This paper presents the integration of digital technologies, a mobile georeferenced data-collection platform and two unmanned aerial vehicles, to support statutory and monthly inspections of approximately twenty retaining structures (dikes, dams, and ditches) within a large northern TSF. A customized mobile application centralized field observations, standardized their categorization and priority ranking, and ensured inter-visit traceability, enabling a dynamic and evolving inspection database. Two drones were deployed complementarily: a lightweight drone for summer and early-winter conditions, and a thermal drone for harsh winter conditions (down to -30°C), enabling safe access to inaccessible areas and detection of seepage beneath snow cover. The paper describes the inspection methodology, concrete examples of summer and winter observations, field challenges encountered (connectivity, data management, extreme cold), and optimization avenues including periodic LiDAR-based 3D monitoring and AI-assisted anomaly detection. The results demonstrate that integrating digital workflows into dam and dike inspection programs materially improves safety, traceability, and inspection coverage, outcomes that are particularly relevant in the context of dam safety programs governed by the CDA Dam Safety Guidelines.