The story begins with the boys' parents leaving for a ten-day cruise, tasking them with driving Megan to the airport for a trip to visit a friend in Denver. Due to a gate mix-up, the boys mistakenly put her on a flight to Los Angeles. Upon following her to L.A., they become embroiled in several overlapping adventures:
While at the hotel, Josh secures Drake a performance spot on MTV's TRL after impressing a talent booker. Drake and Josh Go Hollywood
Skateboarding legend Tony Hawk makes a brief cameo as himself. The story begins with the boys' parents leaving