Abstract: A cap with headphones assembly for providing a cap with removable headphones for permitting a user to listen to sound generating device connected to the headphones. The cap with headphones assembly includes an article of headwear with a pair of side regions and a bottom opening for receiving a head of a user therein. A pair of ear pieces are provided each having an elongate arm outwardly extending therefrom. Each of the arms has a free end opposite the associated ear piece which is pivotally coupled to an associated side regions. A first of the ear pieces has radio provided therein. Each of the ear pieces has a speaker electrically connected to the radio.