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Initially in the game when apprehended by Colonel Autumn's men it is fair to assumme you are transported by vertibird, in the quest Who Dares Wins on the DLC Broken Steel towards then end after launching an orbital strike it is possible to sit inside a vertibird however this is not repeatable.
Using the PC version of Fallout 3 though mods are available such as "Enclave Commander" which among other things enables your personal transportation via Vertibird. and personal vertibird mod