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