An eccentric lottery winner, Charles, who lives alone on a remote island, tries to make his dreams come true by inviting his favorite musician, Herb McGwyer, to an exclusive, private concert. Unbeknownst to Charles, Herb has also hired his former bandmate and ex-girlfriend Nell, with her new husband in tow, to perform old favorites. As tempers flare and old tensions resurface, a storm traps them all on the island, and Charles desperately searches for a way to save his dream job.