The present disclosure provides a system and method for enabling navigation to one or more discrete segments of a real time dynamic and adaptive non-linear, non-sequentially assembled video. The method includes reception of a set of preference data associated with a user from a pre-defined selection criteria and a set of user authentication data. Accordingly, the method includes fetching of one or more tagged videos related to the set of preference data. The method includes fragmentation of the one or more tagged videos into the one or more tagged fragments. Further, the method includes clustering of one or more mapped fragments in a pre-defined order of preference. Furthermore, the method includes insertion of one or more interactive navigation options in one or more regions. Also, the method includes serving of the assembled video and inserted one or more interactive navigation options to the user.