Lizzie McGuire (Hilary Duff) and her best friend Gordo (Adam Lamberg) are off to Rome on a new adventure. Fresh out of graduating middle school, and an embarrassing video of Lizzie ruining graduation, the school field trip to Italy with a tough love principal makes high school look even more ominous. Lizzie and Gordo promise each other to have an adventure. In Rome, Lizzie, when mistaken for a half of a famous Italian pop star duo, sees a chance to live out a fantasy of not being her typical clumsy, uncool self. Gordo and Kate (Ashlie Brillault), her roommate for the trip, protect Lizzie when she plays sick, so that Lizzie can sneak out of the hotel and meet Paulo, her Italian romancer. Paulo shows Lizzie Rome through a world full of new clothes and motorbike escapades, a few times running into the school group and creating more adventure trying to avoid getting caught sneaking out. Paulo tells Lizzie stories of Isabella, Lizzie’s Italian look-a-like, and Paulo asks Lizzie to share a stage at the International Video Music Awards as presenters. Gordo becomes concerned when he discovers Paulo and Isabella were supposed to sing at the IVMAs, and investigates the charming singer with the help of his roommate Ethan (Clayton Snyder), convinced that Paulo is up to no good. Ethan also tries to give Gordo love advice when he discovers Gordo actually likes Lizzie more than a friend. Back in the States, Lizzie’s little brother Matt (Jake Thomas) discovers the famous pop star and Lizzie together, and convinces their parents (Hallie Todd, Robert Carradine) to fly to Italy to see Lizzie without revealing her alternate vacation. Lizzie, caught between her best friend and a charming Italian pop star, doesn’t know who to believe, until she discovers the truth through an unlikely source.