When Marie surprises the family with the news that she's treating them all to a two-week vacation in Rome, everybody loves the idea, except Raymond. Not willing to let his sour mood spoil it for the rest of the family, Debra, Frank, Marie, Robert and the kids go on their merry way and soak up the atmosphere, sights, smells and tastes of the city of love and try their best to ignore Ray. Meanwhile, Robert meets the girl of his dreams—she's stunningly beautiful, unbelievably sexy, and works in a gelato shop.

Robert finds himself in the most unlikely position of having to choose one of three women—girlfriend Amy, ex-wife Joanne, or Italian bombshell Stefania—to share the future with him. But when he tells Amy about his recent reunion with ex-wife, it all starts to come apart.