Pee-wee’s Big Holiday is a 2016 American adventure comedy film directed by John Lee and written by Paul Reubens and Paul Rust. The film stars Reubens as Pee-wee Herman. The film was released on March 18, 2016, on Netflix.
Pee-wee Herman, a resident of Fairville and a cook at Dan’s Diner, meets and befriends actor Joe Manganiello, who convinces Pee-wee to go on the first vacation of his life to reach New York to celebrate Joe’s birthday party. Upon leaving Fairville, Pee-wee unintentionally becomes involved with three women who have just robbed a bank: Pepper, Freckles, and Bella. After the women steal his vehicle, Pee-wee gets a car ride from Gordon, a traveling salesman who gives him a disguise kit.
Pee-wee spends the night at a farmhouse inhabited by Farmer Brown and his nine daughters, each of whom have a romantic interest in Pee-wee. The next day, Farmer Brown insists that Pee-wee get married to one of his daughters. During the wedding ceremony, Pee-wee uses the disguise kit to flee the church. Pee-wee meets Penny King, an aviator with a flying car who offers to fly him to New York. When the flying car crashes, Pee-wee winds up in the wilderness and then joins an Amish community, where he encounters the bank robbers.
That night when the women attempt to steal a horse buggy, Pee-wee convinces them to leave their money behind for the Amish citizens to purchase a replacement. Pee-wee and the women arrive in New York via horse buggy. Pee-wee falls down a well just before Joe’s birthday party. Joe rescues Pee-wee after hearing about his situation on a newscast.