- Captain Christopher "Skipper" Sheldon: You can't run from the wind. You trim your sails, face the music, and keep going.
- Chuck Gieg: In the end it just comes down to one thing... You can't run from the wind, You face the music, You trim your sails and keep going.
- Captain Christopher "Skipper" Sheldon: Nothing happens on this ship that I don't know about. She speaks to me in the night. So don't test me, not even a little.
- Captain Christopher "Skipper" Sheldon: You know what's out there? Wind and rain, and some damn big waves, reefs and rocks, sandbars, and enough fog and night to hide it all.
- Dean Preston: So why the hell do it?
- Captain Christopher "Skipper" Sheldon: It builds character Mr. Preston of which you are in desperately short supply. The kind you only find on mountaintops, and deserts, and battlefields, and across oceans.
- Chuck: Today the adventure begins... Today I leave the path that he had chosen for me and instead take my own.
- [Chuck Talking to Captain Sheldon during the Trial]
- Chuck: You told us where we go one we go all, well we believed you, we lived by it, Sir. And now your saying where you go we can't follow.
- Chuck: The Albatross wasn't just a ship or a school, it was something that we made, something that's inside of us. That's who you are Skipper, what you gave us you carried us, now let us carry this together. Let us carry this together.
- Chuck: Some of us are here for discipline, some for escape. And the rest don't even know why. I'm not sure where I fit in, but I can see a small piece of myself in each of them. I think I'll have friends here, and I hope this will be home.
- Tracy Lapchick: Well, I'd love to go into the subject of vertigo and everything but I wouldn't want you to go and piss your pants.
- Dean Preston: I'm never gonna pass the boards... . I'm never gonna pass the boards.
- Chuck Gieg: I'll tell you what. You don't cheat anymore, and we'll make sure you get the grades. Okay, we'll start our own private study group. No one else knows. You'll ace that test.
- Gil Martin: I'm in.
- Frank Beaumont: Me, too.
- Dean Preston: Why would you guys do that? You guys don't have to do that.
- Gil Martin: 'Cause man, we, um... we got a hard-on for you, pansy.