If you’ve ever joined a trivia game on a Disney Cruise, you’ll know that not all of them are about Disney knowledge. The ‘Brainteasers Triva’ sessions are a curveball (pardon the sports reference). There are no character quotes, no movie music intros — just classic riddles and logic puzzles designed to make you overthink everything.

They’re the kind that get entire team debating, thinking, and groaning at the punchline. These do tend to be adults only sessions, but they aren’t too serious either.

So if you’d like to warm up your brain before you hit the high seas, here are 21 classic riddles just like the ones you might face in a Disney Cruise Brainteasers Trivia session.

How to play

Try to answer before you peek — these are all about thinking sideways. (Tap each question to reveal the answer.)

1. I go all around the world but never leave my corner. What am I?

🧠 A stamp

2. What has to be broken before you can use it?

🥚 An egg

3. The more you take, the more you leave behind. What am I?

👣 Footsteps

4. What comes once in a minute, twice in a moment, but never in a thousand years?

🔤 The letter “M”

5. What gets wetter the more it dries?

🧺 A towel

6. If you drop me, I’m sure to crack. But smile at me, and I’ll smile back. What am I?

🪞 A mirror

7. I am at the end of a rainbow. What am I?

🔠 The letter 'W'

8. You see me once in June, twice in November, and not at all in May.

🔠 The letter “E”

9. What five-letter word becomes shorter when you add two letters to it?

✂️ Short

10. What is so delicate that saying its name breaks it?

🤫 Silence

11. The more of this there is, the less you see. What is it?

🌑 Darkness

12. Turn me on my side and I am everything. Cut me in half and I am nothing. What am I?

🎱 The number 8 (on its side: ♾️ An infinity symbol)

13. What can fill a room but takes up no space?

💡 Light

14. A cowboy rides into town on Friday, stays for three days and leaves on Friday How does he do it?

🐎 Friday is the name of his horse

15. What loses its head in the morning and gets it back at night?

🛏️ A pillow

16. What has keys but no locks, space but no room, and you can enter but can’t go in?

⌨️ A keyboard

17. What building has the most stories?

📚 A library

18. What tastes better than it smells?

👄 A tongue

19. What’s full of holes but still holds water?

🧽 A sponge

20. If you have me, you want to share me. If you share me, you haven’t got me. What am I?

🤐 A secret

Tips for tackling onboard brain teasers

Don’t assume it’s a trick — but do look for wordplay.
Focus on how the question is phrased — tone and punctuation can be clues.
Some answers are literal; others depend on a pun or double meaning.
And remember: the cast members want you to groan at the answer — that’s half the fun.

Final thoughts

How did you go? Did you solve a few — and maybe roll your eyes at a few more?

Next time you spot Brainteasers on your DCL Navigator app, give it a go — even if you’re not usually a trivia person. It’s a fun way to laugh, think, and maybe even snag one of those coveted Disney medals for your efforts.

And if you’ve ever been stumped by a great riddle at sea, drop it in the comments below — I’m always collecting new ones for the next voyage.

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