Pirate Riddles (With Hidden Answers) Last updated:

18 Pirate Riddles To Solve

Ahoy, matey! Avast ye, what we have here is a booty of printable pirate riddles with answers. Us scallywags find them a lot of fun, hope you sea dogs do as well, or we'll make you walk the plank! Shiver me timbers!

Set sail on a rollicking voyage across the sea, where every cheeky pirate and bold buccaneer is itching to challenge your wits. Grab your trusty map, give your compass a tap, and keep an eye on that flapping Jolly Roger, because there’s treasure and glittering booty hidden behind every clue. Just watch out for the captain’s booming cannon, the crew’s playful whispers of mutiny, and the occasional clever corsair who loves to twist a riddle sideways. Adventure awaits, and the only thing sharper than a cutlass here is your mind.

Riddle: Why can't a pirate ever finish the alphabet?
Answer: Because he always gets lost at sea!
Riddle: Where do you take a sick pirate ship?
Answer: To the dock!
Riddle: I have seas with no water, coasts with no sand, towns without people, and mountains without land. What am I?
Answer: A map.
Riddle: Why couldn't the pirate play cards?
Answer: Because he was standing on the deck.
Riddle: What lies at the bottom of the sea and shivers?
Answer: A nervous wreck.
Riddle: What's a pirate's favorite letter in the alphabet?
Answer: Arr (R), mateys.
Riddle: What was the biggest island in the world before the discovery of Australia by Captain Cook?
Answer: Australia was always the biggest island in the world, even before it was discovered.
Riddle: What do you call a man whose father was a cannon?
Answer: A son of a gun!
Riddle: What did the pirate say on his 80th birthday?
Answer: Arrgh! Aye Matey! (Arrgh! I'm 80!)
Riddle: How do you make a pirate angry?
Answer: Take away the "p" and he becomes irate.
Riddle: I sail the seas of the north with no captain to guide me and no crew to man me. I am feared by all who do not prepare themselves for my wrath. Ships have never defeated me head on. But when my time comes, I will finally be at peace and one with the sea. What am I?
Answer: An Iceberg.
Riddle: What did the pirate captain say, when his crew turned down the volume of his favorite movie/musical?
Answer: "Yaaar! This be Mute-Annie!" Play on the word "Mutiny".
Riddle: A certain man who is called "Captain" by his crew, is infamously known for his hatred of a particular group of young boys. He especially dislikes the leader of this group of children, to the extent he would actually kill him if given the chance. This man is neither a basketball player, nor a boxer, nor a fisherman, as his name suggests, but he is the "captain" of a ship called the Sea Devil which flies a black and white flag. This man sails on his ship with his own group of grown men who are a scurvy bunch who enjoy criminal activities. Although he presents himself as being fearless, there is one thing that sends him into a frightened panic -- the sound of a ticking clock! Who is this infamous man, and why haven’t the authorities arrested or imprisoned him and his evil crew?
Answer: The infamous man is Captain Hook, the arch-enemy of Peter Pan and the lost boys. He fears the loud ticking of a clock which a monstrous crocodile swallowed at some point before Peter Pan cut off the captain’s hand during battle, and fed the hand to the beast. The clock now resides in the crocodile’s stomach, and the ticking warns Captain Hook of the creature’s presence, as the crocodile wants to eat the rest of the tasty captain.
Riddle: What hath but three feet, three hands, and three eyes?
Answer: Two pirates.
Riddle: What is a pirates favorite word?
Answer: Arrgh.
Riddle: What wears an eyepatch and robs ships at night?
Answer: A vampirate.
Riddle: Why are pirates pirates?
Answer: Because they just Arrrrr!
Riddle: Three pirates, One Eye, Long John, and Peg Leg, were gambling with pieces of gold. All the winnings were piled up on the table. One Eye said, 'I have won 1/2' and took a large handful or two. Long John said, 'I have won 1/3' and took a handful. Peg Leg said, ' I have won 1/6' and took a small handful. One Eye said, ' I have taken too much' and returned a half. Long John said, 'I have taken too much' and returned a third. Peg Leg said, 'I have taken too much and returned a sixth. The money on the table was then shared out equally and they had 42 pieces each. One Eye said, 'I have now 1/2 of the total originally.' Long John said, ' I now have 1/3 of the originally.' Peg Leg said, 'I have now 1/6 of the originally.' How much was on the table originally?
Answer: 282 Pieces.
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Pirate Riddles Answers:

  1. Because he always gets lost at sea!
  2. To the dock!
  3. A map.
  4. Because he was standing on the deck.
  5. A nervous wreck.
  6. Arr (R), mateys.
  7. Australia was always the biggest island in the world, even before it was discovered.
  8. A son of a gun!
  9. Arrgh! Aye Matey! (Arrgh! I'm 80!)
  10. Take away the "p" and he becomes irate.
  11. An Iceberg.
  12. "Yaaar! This be Mute-Annie!" Play on the word "Mutiny".
  13. The infamous man is Captain Hook, the arch-enemy of Peter Pan and the lost boys. He fears the loud ticking of a clock which a monstrous crocodile swallowed at some point before Peter Pan cut off the captain’s hand during battle, and fed the hand to the beast. The clock now resides in the crocodile’s stomach, and the ticking warns Captain Hook of the creature’s presence, as the crocodile wants to eat the rest of the tasty captain.
  14. Two pirates.
  15. Arrgh.
  16. A vampirate.
  17. Because they just Arrrrr!
  18. 282 Pieces.