This report presents a comprehensive investigation and analysis of the Cleartrip.com website, focusing on various aspects relevant to software engineering principles. The analysis includes user interaction models, use-case descriptions with activity diagrams for travel packages, cab hire, and insurance services. It identifies user roles and their interactions with the system, detailing normal and alternative flows for key functionalities. The report also covers content and content relationship analysis, examining the main content objects and their relationships within the web application. Furthermore, it delves into navigation analysis, exploring the website's navigation structure and providing insights into its effectiveness. The initial product backlog is outlined, identifying epics such as travel packages, cab hire, and insurance, along with the product features under each epic. This analysis aims to assess the website's design and functionality, providing a foundation for potential improvements and future web application development. Desklib offers a range of similar solved assignments and past papers to aid students in their studies.