To develop more robust oil boom which is vulnerable to various failure mode under severe weather condition, highly accurate wave model is developed using Spatially filtered Navier-Stokes Eq., LDS (Lagrangian Dynamic Smagorinsky model) for residual stresses, SPH (Smoothed Particle Hydrodynamics). To clarify the hydraulic characteristics of floating type oil boom, we numerically simulate the behavior of oil spill around oil boom under very energetic progressive waves. At the first stage, we firmly anchored the oil boom, and then, allowed the excursion of the oil boom. It turns out that oil boom with skirt of enough length (longer than 30% of depth) effectively confines the oil spill even against very energetic waves. We can also observe obliquely descending vertical eddies between y = 1~2 m as horizontal vortices shedding at the interface of oil spill and water are diffused toward the bottom, which is believed to be the birth, growing and break-down of Kelvin-Helmholz wave.