Valorising the significance of integrating digital technologies at heritage sites leads to collaboration, which could represent the cultural identity and enhance the visitors’ perception of authentic cultural knowledge. This contributes directly to forming the Lebanese cultural tourism market toward providing an effective experience. The paper investigates the integrative fundamentals between employing innovative digital technologies and their applications, and providing an edutainment cultural tourism experience in Tripoli Old City (Lebanon). It is a qualitative empirical case study that employs direct observations and assesses thirty semi-structured interviews with the key actors. The methods focus on the integration of digital devices to enhance visitor experiences and sustainable conservative management. The findings suggest a framework from which actors may initiate future advancements of increasing the investment in AR/VR/AI.