An antenna assembly allows for a retractable/extendable antenna to be used in conjunction with a sealed portable communication device (200). An antenna bushing assembly (204) is used in conjunction with a sealed housing (208) having an unsealed compartment (206). The sealed housing (208) includes a radio frequency (RF) connector (210) formed therein. The bushing assembly (204) includes an RF plug (216) for mating with the RF connector (210) of the sealed housing (208). A sleeve (230) extends from the bushing assembly (204) to act as a passageway fro water intrusion into the unsealed compartment (206). An antenna (100) can thus retract and extend within the sleeve (230) of the unsealed compartment (206) while the RF connection remains intact due to the interconnect provided between the bushing assembly (204) and the sealed housing (208).