The oil-spill model is extended to account the effects of emulsification and heat exchange. The emulsification is associated with an interfacial mixing and transfer of mass and momentum between the counter-flowing layers. Therefore, the effect of emulsification is included only for bidirectional stratified flow, whereby oil flows out from a leaking tank and seawater flows in opposite direction. This chapter presents a parametric study of hydraulic analysis of oil spill from a damaged tanker in winter conditions. Ship collisions and groundings are major accident types in maritime transportation. When modelling oil outflow dynamics in winter conditions, in addition to hydrostatic driving pressure and hull-damage characteristics, it is essential to include changes of liquids physical properties due to temperature variations. In winter conditions the oil-water emulsion may be frozen and captured in growing ice or spread below an ice sheet.