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