Factual error: A video is shown of Derek Huff singing "Ice Ice Baby" at a school talent show that took place when his brother Brennan was 17. Robert states his desire to retire in "in two years," in 2010, making the movie's setting 2008. Brennan is 39 in the film, placing the talent show 22 years ago in 1986. The song "Ice Ice Baby", recorded by Vanilla Ice, came out in the summer of 1990.
Factual error: In the film, the Catalina wine festival supposedly takes place on Catalina Island. Yet in a couple of shots you actually see Catalina Island in the background. That's because they are actually at Trump golf course in Rancho Palos Verdes and the island is 26 miles across the sea.