This study uses a very high resolution numerical weather prediction (NWP) model to investigate the complex structure and behaviour of cold fronts along the New South Wales coast during the warmer months of the year, the complex interaction between the wind flow and coastlines and elevated areas as well as the lee-trough effect, particularly the way it affects waters off the east coast of Tasmania, The study also investigates the utility of the higher resolution NWP model to better predict wind fields compared to a lower resolution model. The University of New South Wales very high resolution model (HIRES), nested in the Australian Bureau of Meteorology's coarse NWP model (GASP), was run at various horizontal resolutions (from 15 to 25km) in order to investigate the above-mentioned features. It was found to bave very good skill in resolving the features and was also found to be very accurate in the prediction of surface wind fields for various yacht race events out to at least four days ahead. It can be concluded that there is considerable skill in the ability of high-resolution NWP models such as HIRES, to predict the major features of the wind fields over the ocean out to several days ahead. Moreover, it was also able to more accurately simulate the complex structure of the summer-time cool change as it progressed along the NSW coast than the lower resolution model runs. The influence of coastlines, particularly ones with complex topographical features, on the wind flow was demonstrated to a limited extent throughout the study. Finally the following concepts were also verified as a result of the study: - air flow takes the path of least resistance - the shape of topography can help generate local turbulence - the orientation of the wind flow to a mountain range is important in determining turbulent effects. - under certain airflow and stability situations, standing wave activity and a lee trough can be observed in the lee of mountains, hills or even high coastal cliffs.