Kirk skydiving in 2258.
B'Elanna Torres in orbital skydiving gear.
Orbital skydiving, as described by Seven of Nine, is the act of "leaping from a spacecraft at exospheric altitudes."
In the alternate reality, James T. Kirk, Hikaru Sulu and Chief Engineer Olson performed a space-dive in 2258 to the Narada's drill platform. (Star Trek)
While trying to feel "alive" in 2375 after learning of the destruction of the Maquis, B'Elanna Torres would occasionally skydive from a shuttlecraft in the holodeck with the safety protocols off. If the program was interrupted mid-fall, a force field would move her from a horizontal to a vertical position. (VOY: "Extreme Risk")
{{bginfo|James T. Kirk's orbital skydiving attempt was cut from Star Trek Generations. It does appear in the Special Edition [[DVD] and the book Star Trek: Generations]. The suit that B'Elanna uses is a re-use of the one that Kirk used. Orbital skydiving is also mentioned in the novels Worlds of Star Trek: Deep Space Nine, Volume 1, Preserver and Captain's Peril.}}