* SugarWiki/AwesomeMusic: The [[https://www.youtube.com/watch?v=RyElHDI_kk4 main theme]] by John Morris is a love letter to classic swashbuckling scores, with a mix of adventure and nostalgia.
* CrossesTheLineTwice: The BlackComedyRape jokes cross the line several times.
* SugarWiki/FunnyMoments: One profoundly funny joke is when Yellowbeard kicks the night watchman off the ship into the water, and prevents the other sailors from thinking something's wrong.
-->'''Night Watchman:''' ''(screaming)'' [=AAAAAAAAAAAAAAAaaaaaaaaaaaaaaaaaaaaa=]...!\\
'''Yellowbeard:''' ...zzz well!
* SugarWiki/HeartwarmingMoments: Lord Lambourne really is a good father figure. When Dan goes into piracy, Lambourne joins him to support him.
* ValuesDissonance: Granted, to some extent, they're meant to illustrate that piracy gets over-romanticized, but the number of jokes about rape (and there are quite a few) really have aged poorly. At least no ''forcible'' rape is actually shown, and left to the viewer's imagination on how seriously to take it.

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