A motorcycle including a frame and an engine and transmission assembly coupled to the frame. The engine and transmission assembly includes at least one cylinder head assembly having a cooling port and defining a cooling passageway in fluid communication with the cooling port and passing through at least a portion of the cylinder head assembly. The motorcycle also includes a conduit coupled to the cooling port and a fan in fluid communication with the conduit and operable at an operating speed to draw air from the cooling passageway, and move air through the cooling port and through the conduit.