- The entire Miracle Max scene.
Bye-bye boys! Miracle Max:
Have fun stormin' the castle
) ...Think it'll work? Miracle Max:
) It would take a miracle. Both:
- Apparently, Rob Reiner, who directed the movie, had to leave the set during the Miracle Max scene because he laughed so hard it made him nauseous.
- A fun fact: the only injury Mandy Patinkin sustained during filming was a bruised rib. He got it holding in his laughter while filming with Billy Crystal.
- Vizzini's death scene: He laughs maniacally, then suddenly freezes mid-laugh, a grin permanently frozen on his face, and falls over, dead.
- Prior to it, we got this brilliant gem:
Vizzini: (after an explanation about what a clever man would do with a poisoned drink) Wait 'til I get going! Where was I?
Man in Black: Australia.
Vizzini: Yes, Australia. And you must have suspected I would have known the powder's origin, so I can clearly not choose the wine in front of me.
Man in Black: You're just stalling now.
Vizzini: You'd like to think that, wouldn't you?! (continues stalling)
*switches glasses while the Man in Black turns around to look*
- When the Albino wakes up Westley, first by speaking in a stereotypically raspy voice for an Igor, and then clearing his throat and speaking normally.
- The justly-named "Impressive Clergyman" from the infamous wedding scene arguably stole all the attention during the heroes' storming of the villain's castle. "Mawage. Mawage is wot bwings us togeder tooday. Mawage, that bwessed awangment, that dweam wifin a dweam..." Note that while the Impressive Clergyman's speech impediment is Played for Laughs, Andre the Giant's actual speech impedidment is not.
- Near the end of the movie, Wesley instructs Buttercup to tie Humperdink to a chair. There's a cut to Inigo racing down the hall, while offscreen Wesley says "Make it as tight as you like"...followed by an agonized grunt from Humperdink.
- The entire scene where Fezzik and Inigo are rhyming each other's sentences.
Vizzini: No more rhymes now, I mean it!
Fezzik: Anybody want a peanut?
- This scene:
Inigo: Give us the gate key.
Yellin: I have no gate key.
Inigo: Fezzik, tear his arms off.
Yellin: Oh, you mean this gate key. [hands it to them]
- Buttercup throwing herself down the hill.
Buttercup: You could die too, for all I care. (pushes "Man in Black" down a hill)
Westley: (tumbling down a very steep ravine) AAAASSS YOOOUUU WIIISSSHHH
Buttercup: ...Oh, my sweet Westley... What have I done?
Buttercup: (proceeds to throw herself down the hill)
- Inigo's first encounter with the Six-Fingered man.
Inigo: Hello. My name is Inigo Montoya. You killed my father. Prepare to die.
Six-fingered Man: (gets into battle stance.)
Six-fingered Man: (runs for his life.)
- Continued in his and Inigo's fight to the death:
Inigo: HELLO! My name is Inigo Montoya. You killed my father! Prepare to die!
Six-fingered Man: STOP SAYING THAT!!!
- From the Fire Swamp:
- When they're just about to enter:
Buttercup: We'll never survive!
Westley: Nonsense! You're only saying that because nobody ever has...
- When they've just entered:
Westley: [pausing and looking around] It's actually not that bad.
Buttercup: [looks at him in disbelief]
- The R.O.U.S.'s.
Buttercup: What about the R.O.U.S.'s?
Westley: Rodents of unusual size? I don't think they exist.
[A ROUS immediately attacks him]
- As Buttercup is about to commit suicide by stabbing herself in the heart:
Westley: There is a shortage of perfect breasts in this world. It would be a pity to damage yours.
- When Inigo comes into the bedroom after Buttercup has tied up Humperdinck:
Inigo: Where is Fezzik?
Westley: I thought he was with you.
Westley: Well, in that case... (falls over since he can't hold himself up)
- Made perfect by his mildly-annoyed little grunt as he does so.
- Followed immediately with a tied-up Humperdink's:
Humperdink: I knew it! I knew you were bluffing! I knew he was ...
Humperdink: [meekly, as Inigo puts his sword in Humperdink's face] ... bluffing ...
- With the Grandson and Grandfather, after further reading has revealed that Buttercup marrying Humperdinck was All Just a Dream:
Grandson: See, Grandpa, I told you she'd never marry that rotten Humperdinck!
Grandfather: Yes, you're very smart. Shut up.
- The hilariously anticlimactic "guide my sword" scene.
- THE CLIFFS OF INSANITY!
- Inigo's horrible accent. The accent makes Mandy Patinkin's lines even funnier than if he were to have spoken them without it.
- "Let me 'splain ... No, there is too much. Let me sum up."
Westley: ..I mean, if we only had a wheelbarrow, that would be something.
Inigo: Where we did we put that wheelbarrow the albino had?
Fezzik: Over the albino, I think.
Westley: Well, why didn't you list that among our assets in the first place?
- The battle between Fezzik and the Man in Black is one prolonged crowing moment of funny, starting with Vizzini giving Fezzik his instructions:
Vizzini: Finish him! Your way!
Fezzik: Oh good, my way. Thank you, Vizzini... what's my way?
Vizzini: Pick up one of those rocks, get behind a boulder. In a few minutes the man in black will come running around the bend. The minute his head is in view, HIT IT WITH THE ROCK!
Fezzik: ...My way's not very sportsmanlike.
- Prince Humperdink gets a few of his own:
She is alive, or was an hour ago. If she is otherwise when I find her...I shall be very put out.
- Then this exchange with Rugen:
Rugen: Ah. Are you coming down into the pit? Wesley's got his strength back. I'm starting him on the machine tonight.
Humperdink: Tyrone, you know how much I love watching you work, but I've got my country's 500th anniversary to plan, my wedding to arrange, my wife to murder and Guilder to frame for it; I'm swamped.
Rugen: Get some rest. If you haven't got your health, then you haven't got anything.