Situational Awareness (SA) is generally described as the perception of the elements in the environment within a volume of time and space, the comprehension of their meaning, and the projection of their status in the near future. SA has emerged in military aviation for improving the safety and prevention of accidents. In the last decade, it was also used in user-focused areas like the civil aviation sector, air and sea traffic operations, nuclear plant facilities, off-shore oil platforms, etc. In this book, maritime pilots and shipmasters' situational awareness levels have been analyzed using a bridge simulator system and the results have been obtained. The importance of the book is to examine the concept of situational awareness for port pilotage services which are extremely important for improving maritime safety. Some of the key findings are positive effects of experience on situational awareness and those who pay attention to factors such as speed and distance in maneuver possess the highest situational awareness. In addition, some improvements are proposed in accordance with the conclusions of this book, to increase the quality of the techno nautical services used by pilots and masters.