As urbanization shapes our world, many people adopt outdoor recreational sports and activities to stay active and reconnect with nature. Hiking is an adventure sport rapidly gaining popularity among people from various age groups and backgrounds due to its numerous benefits. Hiking is risky, and a lack of essential knowledge and preparation can lead to a challenging and stressful experience and may even prove fatal. Hikers often encounter hurdles like exhaustion, getting lost on the trail, extreme weather conditions, natural calamities such as landslides or avalanches, and other unforeseen accidents. Modern technological interventions, e.g., GPS, satellite communication, wearables, and immersive media (AR/VR), are creating new means and opportunities for providing training and safety to hikers. The research aims to comprehend the hiker's journey, the challenges faced, and the current scenario of navigation and safety during hiking. The proposed study follows a systematic framework and implementation of the design thinking process. Findings are determined through survey and interview analysis, concept ideation, and usability testing. The study proposes an IoT-based system design for a low-cost wearable integrated with a mobile application with features such as real-time data, location tracking and sharing, checkpoint monitoring, and crowd-sourced information to enhance the safety and well-being of hikers during their expeditions. The system also monitors the hikers’ health and sends an SOS signal, contributing to timely search and rescue operations when necessary. The system promotes a safe and seamless hiking experience by providing a secure and enjoyable hiking environment.