Costabile has appeared on Broadway in Manhattan Theatre Club's revival of Translations in 2007, the musical Titanic in 1997, and The Tempest in 1995. In 2005, he appeared as Launce in The Two Gentlemen of Verona as part of the Public Theater's Shakespeare in the Park. For Caroline, or Change, the Drama Desk Award–winning musical by Tony Kushner and Jeanine Tesori (2003–2004), Costabile workshopped and performed in the original production and its Broadway transfer.