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The Dunder-Mifflin crew goes on a "motivational" cruise on the Lake Wallenpaupack Princess captained by "Captain Jack" (Rob Riggle). The boat's captain puts Dwight in charge of a fake wheel, which Dwight thinks is real. Jim and Pam share an awkward moment alone on the deck away from their significant others. No one is motivated by Michael's speech, but, after hearing a war story from the captain, a drunken Roy is inspired to announce a date for his wedding with Pam. Jim is crushed; he breaks up with Katy, realizing that he doesn't want to be with her. He confesses to Michael his feelings for Pam, which surprises Michael, who claims he has a knack for spotting things like that. As Jim is seemingly ready to give up on Pam, Michael encourages him to pursue her. Jim's facial expression indicates that Michael's endeavors to motivate in some way might have actually succeeded.

• This was the first episode of The Office to air on its new timeslot, Thursdays at 9:30pm.
• The episode was shot on a real boat in the Long Beach harbor.
• Lake Wallenpaupack is an actual lake located in the Pocono Mountains of northeastern Pennsylvania.
• Rainn Wilson got really sick the second night of shooting.
• This is currently John Krasinski's favorite episode of the series.
• Producer Greg Daniels recalls sound-mixing the scene with Pam and Jim on the deck: "I'd seen it many, many times, but I was yelling, 'Do it, you idiot! Kiss her!'" He also referred to this episode as "our Scranton version of Jim Cameron's Titanic."
• According to B.J. Novak, the idea for this episode came from a friend of his who had been on a booze cruise.
• This was one of six episodes that was submitted to Emmy voters for Best Comedy consideration, which they went on to win. The other five were "The Dundies," "Christmas Party," "The Injury," "The Secret" and "Valentine's Day."
• Jenna Fischer filmed "behind-the-scenes" footage during the filming of this episode as a video blog. The highlights of this footage can be found on the exclusive Target release of the Season 2 DVDs.

Jim: Ooh, dollar for a stapler, that’s pretty good.

Pam: Last week, Michael sent out this mysterious memo.
Jim (reading memo): It’s time for our first quarter camaraderie event! So pack a swimsuit, a toothbrush, rubber-soled shoes, and a ski mask.
Pam: A ski mask and a swim suit.
Jim: So that he can have us rob a bank, and then escape through the sewers.
Pam: And brush our teeth!

Michael: It’s a booze cruise!
Meredith: All RIIIIIGHT.

Kelly: Wait, Michael?
Michael: Yeah.
Kelly: Um, why did you tell us to bring a bathing suit?
Michael: To throw you off the scent.
Kelly: Yeah, but I bought a bathing suit.
Michael: Well … just keep the tags on and you can return it.
Kelly: I took the tags off already.
Michael: No…that’s not my fault, okay? Just … we’re not going to pay for a bathing suit.

Michael: I am a great motivational speaker. I attended a Tony Robbins event by the airport last year. And … it wasn’t the actual course, you have to pay for the actual course. But it talked about the actual course. And I’ve incorporated a lot of his ideas into my own course.

Michael: Leader … ship. The word ship is hidden inside the word leadership. As its derivation. (Note Jim’s look at the camera.)

Oscar: Last year, Michael’s theme was “bowl over the competition.” So guess where we went.

Jim (shaking head): Not really sure what movie you’re talking about. You sure you got the title right?
Michael: Ti-tan-ic.
Pam: I think you’re thinking of The Hunt for Red October.
Michael: No, I’m Leo … DiCaprio, c’mon!
Jim (to camera): Michael stands in the front of the boat, and says that he’s king of the world within the first hour, or I give you my next paycheck.

Phyllis: Michael, everybody in the engine room drowns.
Michael: No … thank you, spoiler … alert.

Michael: I am the skipper, and Dwight, you will be Gilligan.
Dwight: Cool.
Captain Jack: Actually, uh, I’m the skipper. But you can be Gilligan.
Michael: No, I’d rather die.

Michael: In an office, when you are ranking people, manager is higher than captain. On a boat, who knows. It’s nebuloze.

Dwight: I was the youngest pilot in Pan Am history. When I was four, the pilot let me ride in the cockpit, and fly a plane with him. And I was four, and I was GREAT. And I would have landed it, but my dad wanted us to go back to our seats.

Michael: Dancing … it is a primal art form, used in ancient times, to express yourself with the body. And communicate!

Michael: Sometimes you have to take a break from being the kind of boss that’s always trying to teach people things. Sometimes you have to just be the boss of dancing.

Dwight: What do you do with a drunken sailor, what do you do with a drunken sailor, what do you do with a drunken sailor, er-lie in the morning …

Angela: Hey, come inside and talk to me.
Dwight: I can’t. Do you want us to run aground, woman?

Jim (to camera): You know what, I would save the receptionist. I just … wanted to clear that up.

Captain: I can marry you right now, as captain of this ship!
Michael: I can marry you as regional manager of Dunder Mifflin!

Katy: Do you think that’ll ever be us.
Jim: No.
Katy: What is wrong with you? Why did you even bring me here tonight?
Jim: I don’t know. Let’s break up.
Katy: Whoa, what?

Michael (after throwing up into a bag): I’m on medication.
Brenda: Really? What?
Michael: Vomicillin.

Jim: To tell you the truth, I … used to have a big thing for Pam, so …
Michael: Really. You’re kidding me. You and Pam? Wow. I would have never put you two together, you really hid it well. God! I usually have a radar for stuff like that. You know I made out with Jan …
Jim: Yeah, I know.
Michael: Yeah … yup. Well Pam is cute.
Jim: Yeah. She’s really funny. She’s warm … and she’s just … anyway.
Michael: Well if you like her so much, don’t give up.
Jim: She’s engaged.
Michael: BFD. Engaged ain’t married.
Jim: Huh.
Michael: Never, ever, EVER, give up.

Dwight: Don’t worry, Michael. I’m taking us to shore.
Michael: It’s a fake wheel, dummy.