The study was conducted to describe the lived experiences, the problems and challenges encountered by the teachers in Boracay Island District of Malay during the expanded face-to-face classes, the coping mechanism employed by the teachers and the enhancement program developed to address the problem. To answer the research questions, phenomenological research design was utilized with eight (8) participants. Data collection strategies employed were in-depth interviewing using the researcher-made instrument and focus group discussion. The data gathered were subjected to content analysis to come up with themes and sub-themes.The findings of the study revealed the following: (1) most of the participants are challenged by physical, mental health, well-being, level of literacy, numeracy, level of retention, submission of workloads that contribute to stress; (2) the occurrence of the digital age and expanded face-to-face classes gave chance to teachers to explore ICT. Likewise, the participants hardly perform specific tasks for the students virtually, provide an effective learning environment, and communicate with students, given that the resources are inadequate; (3) the participants cope by resorting to the right communication, being strategic and employ considerations: and (4) the participants gain optimistic experiences that include their self-care, passion, adaptive, flexibility, digital literacy, monitoring, feed backing and assessing learning. The results of the study could be used to promote and encourage the teachers to attend seminar/training/workshop on ICT course to enhance their skills and understand the benefit of digital literacy.