Charles, an unconventional lottery winner, resides in solitude on a secluded island, harboring the ambition to have his beloved musician, Herb McGwyer, perform a private concert just for him. However, Herb is unaware that Charles has also invited Nell, Herb’s former bandmate and ex-girlfriend, along with her new spouse, to join the performance of their classic hits. As emotions run high and past conflicts re-emerge, a fierce storm strands them all on the island, leaving Charles scrambling to rescue his envisioned dream event.