As the population in the Western world is rapidly aging, the remote monitoring solutions integrated into the living environment of seniors have the potential to reduce the care burden helping them to self-manage problems associated with old age. The daily routine is considered a useful tool for addressing age-related problems having additional benefits for seniors like reduced stress and anxiety, increased feeling of safety and security. In this paper, we propose a solution for identifying the daily routines of seniors using the monitored activities of daily living and for inferring deviations from the routines that may require caregivers’ interventions. A Markov model-based method is defined to identify the daily routines, while entropy rate and cosine functions are used to measure and assess the similarity between the daily monitored activities in a day and the inferred routine. A distributed monitoring system was developed that uses Beacons and trilateration techniques for monitoring the activities of older adults. The results are promising, the proposed techniques can identify the daily routines with confidence concerning the activity duration of 0.98 and the sequence of activities in the interval of [0.0794, 0.0829]. Regarding deviation identification, our method obtains 0.88 as the best sensitivity value with an average precision of 0.95.