The predictive capability for Large Eddy Simulation (LES) for flows with unsteady separation at curved surfaces is investigated. LES with near wall modeling is applied and a range of subgrid models is evaluated for four different validation cases for which experimental flow measurement data is available. A novel model for the simulation of the effect of boundary layer tripping devices used in experiments is also proposed and evaluated. The validation focuses on the mean velocity distribution in the region of separation, as well as on the skin friction and the surface streamlines. The flow physics of separation for these four cases is illustrated and discussed in detail.