Rainier Wolfcastle saying "Remember when I said I would eat you last? I lied!" to the piece of pie on the dinner table, is a parody of the movie Commando when Arnold Schwarzenegger says "Remember when I said I would kill you last? I lied!"
The music playing when the family arrives in Toronto is "Take Off" by Bob and Doug McKenzie, featuring Rush and their lead singer, Geddy Lee.
One of the studios Bart passes by is filming "Canadian Graffiti", a parody of the George Lucas movie "American Graffiti". Graffiti consists of "Obey the Rules!"
Milhouse's line "Take off hoser!" is a reference to Bob and Doug McKenzie.
At the Springfield Private School fair, the bumper cars are modeled after high end cars. The cars include a Porsche 911, a Jaguar XK8, a BMW Z3, a Mercedes 280 (which Bart drives), a Lexus LS400/IS300 (which Bart runs into), a Rolls-Royce limousine, as well as an ambulance. As Bart proved, the bumper cars even have an airbag!
During the bumper car scene, when Bart targets the kid in the Lexus bumper car, it resembles an LS400; however, as Bart charges towards it, its appearance now resembles the IS300.
Also during the bumper car scene, when the ambulance tends to the kid in the Lexus bumper car that Bart hit, another Lexus bumper car is seen in the shot.
Homer says it doesn't matter if he gets hurt as Canada have free health care, however only citizens can get free health care. To be fair Homer is usually shown to be clueless and not well-educated, so he probably doesn't understand this.