Vacuum circuit breaker operation causes transient overvoltages that may lead to severe damages to transformer insulation. Since the parameters affecting these overvoltages have stochastic nature, a statistical analysis may provide detailed insight into the overvoltages from the point of view of insulation coordination applications. In this paper, a statistical analysis of the overvoltage variations of the step-up transformer during vacuum circuit breaker operation is conducted. Some variables, including switching angle, current chopping, high-frequency current quenching capability, and wind turbine power, are assumed as random variables. Besides, some indicators representing the switching overvoltage characteristics such as the amplitude, the number of restrikes, and the rate of rise are extracted. By performing a probabilistic analysis, the destructiveness due to switching overvoltages on typical transformer insulation can be investigated. The sensitivity of different surge protective devices and their effectivities are also analyzed and statistically evaluated. The applied methodology is very useful because of the stochastic nature of the switching overvoltages. In this work, the impact of protective equipment on each of the overvoltage indicators is analyzed. It is also found that considering only the amplitudes of transient overvoltages is not enough to draw conclusions about the safety of the transformer when exposed to frequent switching surges.@en