The Chipmunks and The Chipettes go to perform on a high class cruise ship, the Island Lady. Alvin is upset about their advertising pictures for the show and tries to make new ones on a life boat. The boat breaks off the cruise ship in a storm when some of Brittany's luggage falls in the boat, and they drift in the ocean until they shipwreck on an island. After building shelters, everyone but Alvin and Brittany decide to scout the island. On the beach, Alvin and Brittany spot a plane only to argue over who will rescue them. After some talking, the two set off to find their siblings who happened to stumble upon a hotel.
- "Summertime Blues" originally performed by Eddie Cochran.
- An intimate moment between Alvin and Brittany occurs in this episode.
- The plot is similar to that of Swiss Family Robinson.
- Many people believe the third CGI/live-action film, Alvin and the Chipmunks: Chipwrecked, is heavily based on this episode.