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Renaissance English History Podcast: A Show About the Tudors

Episode 294: Tudor Jailbreaks

Renaissance English History Podcast: A Show About the Tudors

Heather Teysko

History

4.6624 Ratings

🗓️ 11 June 2025

⏱️ 18 minutes

🧾️ Download transcript

Summary

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#/ Hosted on Acast. See acast.com/privacy for more information. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

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0:25.3

The Open University. The future is open. Hey, hey, hey, friend, welcome back to the Renaissance English History Podcast, a part of the

0:50.7

Agora podcast network and the original Tudor History podcast telling stories of

0:55.0

Tudor England since 2009. I am your host, Heather. And as always, I am delighted to share this

1:02.9

time with you. Thank you for being here with me and wanting to nerd out on Tudor History with me.

1:10.3

This week, we are going to talk about Great Escapees, Tudor Prison Breaks.

1:16.1

So a couple of years ago, gosh, maybe five years ago, it must have been five or six years

1:21.5

ago.

1:21.7

I did an episode on the top escapes from the Tower of London.

1:26.5

It had been based on a talk I did at the

1:28.2

Intelligence Speech Conference that was the most daring escapes from the Tower of London.

1:33.6

And I had also been talking about prisons here recently. We did this episode on

1:37.8

Tudor Justice and the law. And so I thought it would be fun to go back and kind of revisit

1:43.6

some of that and expand it.

1:45.8

So we aren't just talking about prison breaks from the Tower of London anymore, but actually

1:50.0

the most daring prison escapes of Tudor England. And of course, when most of us think about

1:56.4

prison in Tudor England, we think about the Tower of London, and that's, of course, the most kind of

2:02.1

iconic and famous prison, but there were other prisons. So today we are going to break out

2:07.4

of the Tower, literally, because while the Tower of London had its fair share of escape attempts,

...

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