Sixty-year-old Andrew has inherited a great deal of money from his father, but it comes with some unusual stipulations. The first of these is to organize a private cruise for fifty people, all over the age of fifty. This poses a problem for frugal Andrew, who isn’t particularly a people person, nor does he like traveling. He and his wife, Abigail, choose to embark on the required escapade and invite friends and family to join them as they cruise the Channel Islands off the California Coast. They come face to face with the struggles that confront their loved ones in the differing stages of aging, but experience the vacation of a lifetime.