Techniques are disclosed for systems and methods to generate navigational imagery to help users pilot and/or otherwise operate mobile structures. A pilot display system includes one or more logic devices configured to communicate with various sensors, such as a ranging sensor and a speed, position, and/or orientation sensor (SPOS) mounted to a mobile structure, and one or more user interfaces, which may include one or more displays. At least one user interface is in proximity to a mobile structure and/or a user of a mobile structure and is configured to receive user input and provide user feedback with respect to a mobile structure. The logic devices are configured to render a reference icon on a display substantially statically relative to the display, to receive user selection of a target icon, and to render a target dialog substantially statically relative to the selected target icon.