Tip feathers, including forward swept tip feathers, and associated aircraft systems and methods are disclosed. A system in accordance with one embodiment includes an aircraft wing having an inboard portion, an outboard portion, and a leading edge having an aft wing sweep angle at the outboard portion. A first feather is fixed relative to, and projects outwardly from, the outboard portion of the wing and has a leading edge with a first, forward sweep angle relative to a pitch axis of the wing. A second feather is fixed relative to, and projects outwardly from, the outboard portion of the wing at least partially aft of the first feather, and has a leading edge with a second, aft sweep angle relative to the pitch axis.