Ambient Assisted Living aims to support the wellbeing of people with special needs by offering assistive solutions. Those systems focused on dementia claim to increase the autonomy of people living with dementia by monitoring their activities. Thus, topics such as Activity Recognition related to dementia and specific solutions such as reminders and tracking users by Global Positioning System offer great advances that seek users' safety and to preserve their healthier lifestyle. However, these solutions address secondary parties by providing useful activities logs or alerts but excluding the main interested user: the person living with dementia. Although primary users are taken into consideration at some design stages by using user-centred design frameworks, final products tend not to fully address the user's needs. This paper presents an Ambient Intelligent system aimed to reduce this limitation by developing a final solution more strongly focused on enhancing a healthy lifestyle by empowering the user's autonomy. Through continued activities monitoring in real-time, the system can provide reminders to the users by coaching them to keep healthy routines. Continuous monitoring also provides a complete user's behaviour tracking and the context-awareness logic used involves the caregivers through alerts when necessary to ensure the user's safety. This article describes the process followed to develop the system aimed to cover the previous concerns and the practical feedback from health professionals over the system deployment working in a real environment