The rapid increase in digital engagement in education, driven by Web 2.0 and advancements in artificial intelligence (AI), has changed the way learners and teachers exchange knowledge. The emergence of new social networking, blogging, and wiki technologies has created dynamically oriented platforms for learning, though increasingly the adoption of these technologies presents issues related to the management of knowledge and security, integration, and pedagogical benefits. This paper focuses on how AI-powered digital engagement toolkits can improve the quality of learning experiences with the aim of addressing challenges related to accessibility, adoption, and quality of information. The research design was a descriptive survey conducted on a sample of 385 education students and professionals in higher learning institutions. The questionnaire measured awareness, usage, and opinion of AI-enriched Web 2.0 tools for educational purposes. Data analysis indicated that 78% of participants frequently exploited the applications of social networking and blogs for learning. In comparison, merely 42% of them proved to have a developed understanding of the capacity of AI to be embedded within social networking and blogs. The lack of institutional backing, the lack of training and fear of digital illiteracy are regarded as critical barriers. Based on this, the paper proceeds to propose a model of the optimization of AI-assisted digital interaction, as applied to learning and training, policy consistency, and secure sharing of knowledge. The study offers theoretical contributions through expanded knowledge of AI-based pedagogy and practical contributions by laying a directional blueprint for institutions to bolster digital engagement strategies. This study highlights the need to create robust AI-ready educational ecosystems, as education continues moving into a digital world.