Jack Sparrow: Me? I’m dishonest, and a dishonest man you can always trust to be dishonest. Honestly. It’s the honest ones you want to watch out for, because you can never predict when they’re going to do something incredibly… stupid.
Jack Sparrow: The only rules that really matter are these: what a man can do and what a man can’t do. For instance, you can accept that your father was a pirate and a good man or you can’t. But pirate is in your blood, boy, so you’ll have to square with that some day. And me, for example, I can let you drown, but I can’t bring this ship into Tortuga all by me onesies, savvy? So, can you sail under the command of a pirate, or can you not?
Jacoby: I’m gonna teach you the meaning of pain.
Elizabeth: You like pain? Try wearing a corset.
Will Turner: Elizabeth goes free.
Barbossa: Yes, we know that one, anything else?
Anamaria: You’re daft, lady! You both are!
Mr. Gibbs: Daft like Jack.
Barbossa: For too long I’ve been parched of thirst and unable to quench it. Too long I’ve been starving to death and haven’t died. I feel nothing. Not the wind on my face nor the spray of the sea. Nor the warmth of a woman’s flesh. You best start believing in ghost stories Miss Turner. You’re in one.
Will Turner: My name is Will Turner, my father was Bootstrap Bill Turner. His blood runs in my veins.
Ragetti: Why, it’s the spittin’ image of our Bootstrap Bill, come back to haunt us.
Will Turner: On my word, do as I say, or I’ll pull this trigger and be lost to Davy Jones’s locker.
Mr. Gibbs: Then, on the fourth day, he roped himself a couple of sea turtles, lashed ’em together and made a raft.
Will Turner: He roped a couple of sea turtles.
Mr. Gibbs: Aye. Sea turtles.
Will Turner: What did he use for rope?
Jack Sparrow: Human hair. From my back.
Elizabeth: You’re despicable.
Jack Sparrow: Sticks and stones, love. I saved your life, you saved mine. We’re square.
Will Turner: That’s not true. I am not obsessed with treasure.
Jack Sparrow: Not all treasure is silver and gold, mate.
Jack Sparrow: Move away.
Will Turner: No.
Jack Sparrow: Please move?
Will Turner: No. I cannot just step aside and let you escape.
Jack Sparrow: This shot was not meant for you.
Norrington: Good work, Mr. Brown. You’ve assisted in the capture of a dangerous fugitive.
Mr. Brown: Just doing my civic duty, sir.
Norrington: Well, I trust it you will always remember this as the day that Captain Jack Sparrow almost escaped. Take him away.
Mr. Gibbs: Leverage, says you. I think I feel a change in the wind, says I.
Jack Sparrow: Put it away, son. It’s not worth you getting beat again.
Will Turner: You didn’t beat me. You ignored the rules of engagement. In a fair fight, I’d kill you.
Jack Sparrow: That’s not much incentive for me to fight fair, then, is it?
Norrington: No additional shot nor powder, a compass that doesn’t point north, (looks at Jack’s sword) and I half expected it to be made of wood. You are without doubt the worst pirate I’ve ever heard of.
Jack Sparrow: But you have heard of me.
Will Turner: Elizabeth, I should have told you every day from the moment I met you: I love you.
Will Turner: Where’s Elizabeth?
Jack Sparrow: She’s safe, just like I promised. She’s all set to marry Norrington, just like she promised. And you get to die for her, just like you promised. So we’re all men of our word really… except for, of course, Elizabeth, who is in fact, a woman.
Jack Sparrow: Satisfied?
Will Turner: Well you proved they’re mad.
Barbossa: You’re off the edge of the map, mate. Here there be monsters.
Elizabeth: This is the fastest ship in the Caribbean.
Anamaria: You can tell them that after they’ve caught us.
Barbossa: The moonlight shows us for what we really are.
Elizabeth: Whose side is Jack on?
Will Turner: At the moment?
Jack Sparrow: A wedding? I love weddings. Drinks all around.
Jack Sparrow: You seem somewhat familiar. Have I threatened you before?
Will Turner: I make a point of avoiding familiarity with pirates.
Will Turner: This is either madness… or brilliance.
Jack Sparrow: It’s remarkable how often those two traits coincide.