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