In recent years, Information Technology (IT) applications have been developed for the traditional shipping industry aiming at improving safety and efficiency, but the design vision is dominantly technology-centric without much attention being given to the user’s actual work experience or needs. A usability study is an approach to uncover the gap between users and designers. Although there is substantial research on usability, the values and usability of the tabletbased applications used on ship bridges have rarely been investigated. In this paper, a tablet-based computer application was developed to provide decision support to river pilots for passing under bridges in the Gothenburg area. Experienced pilots were invited to participate in a simulated navigational environment. By exploring the potential barriers in using such novel applications on a bridge, this study aims to address the human factor concerns for future IT design and developments in the maritime domain.