Love for Sail! was the first Larry game since the third to pick up immediately where its predecessor left off; typically, it features Larry getting dumped by the woman who represented the ultimate goal of Larry 6, Shamara. The formula was much the same as the previous games: the "twist" was that Larry was a passenger on a cruise ship populated by parodies of famous people. Among the other cruise guests were "Drew Baringmore" (Drew Barrymore), "Dewmi Moore" (Demi Moore), "Victorian Principles" (Victoria Principal), "Jamie Lee Coitus" (Jamie Lee Curtis), "Nailmi" and "Wydoncha Jugg" (Naomi and Wynonna Judd) and "Annette Boning" (Annette Bening). Various other pop icons were parodied in the background, such as the Archie Comics gang playing nude volleyball, various incarnations of James Bond