Eccentric lottery winner Charles, living alone on a remote island, tries to make his dreams come true by hiring his favorite musician Herb McGuire for an exclusive private concert. Unbeknownst to Herb, Charles has also hired Herb’s former bandmate and ex-girlfriend, Nell, with her new husband in tow, to perform old favorite songs. As passions flare and old frictions surface, stormy weather locks them all on the island, and Charles desperately searches for a way to save his dream concert.