Dave, the Chipmunks, and the Chipettes go on a cruise ship en route to the International Music Awards. Both parties end up creating trouble; culminating in Dave having dinner with the captain to apologize for the trouble. He tells them to stay in their room, only for all of them, except Theodore, to escape to the casinos. Dave discovers his former supervisor Ian Hawke is working as the ship's safety monitor posing as a pelican, and is out to inform the captain if the Chipmunks and Chipettes stir up more trouble. The next day, Alvin decides to go para-sailing on a kite but the kite flies away with him and the other Chipmunks. Dave goes on a hang-glider to try to find them but Ian attempts to stop him, which results in them both ending up stranded in the Pacific Ocean.