To improve the driving comfort of continuously variable transmission (CVT) tractors, the shifting quality of hydrostatic power-split transmission with a standard planetary gear set was optimized. Firstly, the powertrain of the CVT and two shift strategies, direct-shift and bridge-shift, were introduced; then, a dynamic model of tractor shifting was constructed, and the models of key components such as wet clutches and proportional pressure valves were experimentally verified. Finally, the control parameters of the above two shifting strategies were optimized, and the acceleration impact and sliding energy loss caused by them were compared. The results showed the following: the minimum peak acceleration of the bridge-shift method was 0.385807 m/s2; the energy consumption of the bridge-shift method was significantly lower than that of the direct-shift method; the sliding friction work of clutches decreased by 14.92% and 75.84%, respectively, while their power loss decreased by 22.82% and 74.48%, respectively.