Charles, an eccentric lottery winner living alone on a remote island, attempts to make his dreams come true by hiring his favorite musician, Herb McGwyer, to perform an exclusive private concert. Unbeknownst to Herb, Charles has also hired Herb’s ex-girlfriend and ex-girlfriend Nell, as well as her new husband, to perform old classics. As tempers flare and old tensions resurface, stormy weather traps them all on an island and Charles desperately searches for a way to save his dream job.