Abstract: A watercraft trailer support skid protection assembly includes a protective sleeve sized and shaped to fit the contoured free end of an existing watercraft support skid. The assembly includes a securing device to hold the sleeve in place on the proximal end of the support skid. The protective sleeve has a low coefficient of friction and cooperates with the main support portion of the support skid. The assembly ensures that a watercraft will be securely held in place during transit, while promoting ease of loading and unloading, when appropriate. In an alternate embodiment of the assembly, the protective sleeve is used as a capping member to protect the contact faces of support bunks associated with a watercraft lifting device.