Pee-wee's in order

Pee-wee's Big Adventure is a 1985 American adventure comedy film directed by Tim Burton in his full-length film directing debut and starring Paul Reubens as Pee-wee Herman with supporting roles provided by Elizabeth Daily, Mark Holton, Diane Salinger and Judd Omen. Reubens also co-wrote the script with Phil Hartman and Michael Varhol. It spawned two sequels, Big Top Pee-wee (1988) and Pee-wee's Big Holiday (2016). 3 films, 4h 26m in all, in release order.

1. 1
   

   Pee-wee's Big Adventure

   1985 · 91 min

   The eccentric and childish Pee-wee Herman embarks on a big adventure when his beloved bicycle is stolen. Armed with information from a fortune-teller and a relentless obsession with his prized possession, Pee-wee encounters a host of odd characters and bizarre situations as he treks across the country to recover his bike.

   Popcorn Flick
2. 2
   

   Big Top Pee-wee

   1988 · 86 min

   Paul Reubens stars as Pee-wee Herman in his second full-length film about a farmer who joins the circus after a storm drops a big tent in his front yard. Pee-wee, along with an outlandish cast of animals and circus performers, puts on the best show ever.

   Snoozefest
3. 3
   

   Pee-wee's Big Holiday

   2016 · 89 min

   A fateful meeting with a mysterious stranger inspires Pee-wee Herman to take his first-ever holiday.

   Popcorn Flick