Culkin's family decides to take another vacation together and, thanks to another untimely power outage, the family oversleeps again and, in their rush to make their plane, they leave Culkin behind. Again. Only this time, Culkin makes it to the airport with his family, he just can't quite make it onto the right plane. With the rest of his family traveling to Miami, the producers have Culkin mistakenly board a plane to New York City, and thus the 'Lost in New York' portion of the title comes into play.

My favorite part was when he becomes friend with the pigeon lady, and gives a lots of advice to the 'heart broken' pigeon lady.

A must watch movie.