A fateful meeting with a mysterious stranger inspires Pee-wee Herman to take his first-ever holiday.
John Lee
Director
Tim Orr
Paul Reubens
Pee-wee Herman
Joe Manganiello
Jessica Pohly
Pepper
Alia Shawkat
Bella
Stephanie Beatriz
Freckles
Jordan Black
Yul / Party Coordinator (voice)
Doug Cox
Mr. Murgatroyd
Linda Porter
Mrs. Rose
Monica Horan
Ruby the Crossing Guard
Brian Palermo
Marvin
Katherine Vanderlinden
Emily
Tara Buck
Beverly
John H. Mayer
Pharmacist
Richard Riehle
Dan
Dave Power
Dudley
Josh Meyers
Sylvester
Corey Martin Craig
Clovis
Paul Rust
Ernie
Robert R. Shafer
Construction Worker
John Moody
