Pee-wee Herman Movies in Order

The complete trilogy — all 3 films, listed chronologically.

The Pee-wee Herman franchise spans 3 films and is classified as a trilogy (3+ films counted as a series, with categories scaling up to mega-franchises with 31+ entries). Each title below links to a search across our database — click through to find trailers, streaming options and cast for any of the Pee-wee Herman movies.

  1. 1
    Pee-wee's Big Adventure
    Released 1985
    Wikipedia →
  2. 2
    Big Top Pee-wee
    Released 1988
    Wikipedia →
  3. 3
    Pee-wee's Big Holiday
    Released 2016
    Wikipedia →

Frequently Asked

How many Pee-wee Herman movies are there?

There are 3 films in the Pee-wee Herman franchise.

What order should I watch the Pee-wee Herman movies in?

Release order is the most common viewing order — that’s how the list above is sorted. Chronological in-story order may differ for some franchises with prequels.