Episode 294: Tudor Jailbreaks

2025-06-11

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Everyone knows about the Tower of London—but what about all the other places where Tudor prisoners slipped through the cracks?In this episode, we’re diving into the boldest, weirdest, and most creative prison escapes from Tudor England that didn’t happen in the Tower. You’ll meet:A reformer who faked his own suicide to vanish across the seaAn Irish lord who lowered himself out of Dublin Castle with a ropeCatholic priests sneaking out of Wisbech Castle in disguiseAnd yes… one too-good-...

Everyone knows about the Tower of London—but what about all the other places where Tudor prisoners slipped through the cracks?

In this episode, we’re diving into the boldest, weirdest, and most creative prison escapes from Tudor England that didn’t happen in the Tower. You’ll meet:

A reformer who faked his own suicide to vanish across the sea
An Irish lord who lowered himself out of Dublin Castle with a rope
Catholic priests sneaking out of Wisbech Castle in disguise
And yes… one too-good-to-leave-out Tower escape involving orange juice ink and a midnight boat ride

From bedsheet ropes to bribed jailers, it’s a jailbreak tour of the 16th century—and the Tudor state was never quite as secure as it liked to think.

Support the 2026 Tudor Planner https://www.indiegogo.com/projects/publishing-the-2026-tudor-planner/x/176575#/

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