While new technologies are explored as a way of creating authentic learning environments for the learner, for example, creating simulations and web-quest, there is little research on the potential use and application of Web 2.0 tools and technologies in enhancing the learning process in an authentic environment. The participatory nature of Web 2.0 tools, amplified by portable mobile technologies, empowers users by enabling the ability to create, co-create, collaborate and communicate, and has the potential to bridge the gap between authentic learning activities and the learner‟s interaction with the surroundings (context), self (cognitive and meta-cognitive) and peers. This paper outlines the findings of a one-year-long project where authentic learning formed the underlining platform for learning and teaching in a Boat Building course (Certificate in Applied Technology, Level 4) where Web 2.0 tools and learner owned mobile devices were integrated to enhance the learning process.