Eccentric lottery winner Charles, living alone on a remote island, tries to make his dream come true by hiring his favorite musician, Herb McGwyer, to play an exclusive, private concert. Unbeknownst to Herb, Charles has also hired Herb’s former bandmate and ex-girlfriend Nellie to play old favorites with her new husband. As tempers flare and old tensions resurface, stormy weather traps them on the island, and Charles desperately searches for a way to save the dream show.