Episode 294: Tudor Jailbreaks

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
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