Watch Pee-wee's Big Holiday

Pee-wee Herman loves his simple and comfortable life as a cook at Dan’s diner. He loves it so much that he has never left his quaint town of Fairville. That all changes when Pee-wee befriends an actor named Joe who invites him to New York for his birthday celebration. Pee-wee decides to take Joe up on his offer and embarks on his very first vacation.

Shortly after he begins his vacation, Pee-wee encounters Bella, Pepper, and Freckles. These three ladies have just robbed a bank and are in need of a quick getaway, which causes the three ladies to steal Pee-wee’s car. Left without any transportation, Pee-wee decides not to give up and continue his trip to New York on foot until a salesman named Gordon gives Pee-wee a ride.

From there, Pee-wee’s journey takes him to all kind of interesting places where he encounters some very unique people including a farmer and his crazy daughters. His travels ultimately leads him to meet an aviator who has invented the world’s first flying car who helps Pee-wee get further along in his journey to New York.