Enterprise shuttle 89

Shuttle 89 was a Federation military shuttle that was in service to Starfleet in the mid-23rd century, attached to the . 
In 2258, this shuttle, piloted by Captain , dropped a three-man team consisting of , , and Olson onto the drilling rig of the Narada during the destruction of Vulcan. Pike later flew the shuttle into the docking bay of the Narada. Shuttle 89 was destroyed with the Narada in the Battle of Earth. ()
Enterprise shuttle 89
Enterprise shuttle 89