A pharmaceutical transport container includes a first body portion adapted to receive at least a portion of a pharmaceutical vial, a second body portion removably engaged with the first body portion to fully enclose the vial, and a flexible ring positioned in an interior cavity of the second body portion and configured to flex between a relaxed state and a radially-outward extended state. The pharmaceutical transport container may also include a removable end cap having a receiving chamber to receive the first body portion, and/or a guide tab extending from an exterior surface of the second body portion to engage a guide slot defined in a fluid injection system docking station, whereby the transport container translates axially and rotationally into the docking station to establish a fluid connection between the vial and a fluid connector mechanism or element disposed within the docking station.