The purpose of this article is to present a methodical approach to increasing the efficiency of a tug with an azimuth stern drive (ASD). The difficulties in the bow-to-bow (as a reverse tractor) operations of an azimuth stern-drive tug, while pulling at the assisted (towed) ship’s bow, are investigated through a parametric study. The authors’ original generic analytical model of a tug in a steady state is utilised. Various design and operation options are also compared, which cover the escort speed, hawser angle, and relative location of the towing point, among others. The latter also means a shift to stern-to-bow operation. The thruster power required and the remaining surplus for executing new alignment (steering) orders are assessed. The study is, thus, aimed at energy savings for the whole operation and, consequently, at long-term harbour-tug-fleet energy effectiveness. The basic output of the present research is the comparison of the behavioural and control patterns of various tug arrangements at a ship’s bow. The results of the study show a slight advantage for a midship winch tug working through her stern for bow operation (stern-to-bow) over the reverse tractor acting bow-to-bow. Comparing various tug designs or operation options is difficult due to complicated tug dynamics and statics patterns under the hawser action. Both relative and absolute towing forces have to be considered (a high relative force may result in a low absolute force, much less than ordered by the pilot), with some geometrical and safety constraints additionally. The practical implementation of the conducted research should cover the guidance and training rendered to tug masters in the scope of the operational limitations of a particular tug and towards the design or acquisition of the tug that is best-suited for a particular harbour operation.