- The castaways tap into a transcontinental telephone cable, and Gilligan reaches an operator who keeps asking him to deposit a dime.
Gilligan: Operator, listen to me, listen to me! We're shipwrecked, you see, and we found this telephone line, and we tapped into it. And we're on a deserted island, and there's no telephone booth or even a phone!Operator: Why do I get all the nuts? [disconnects the line]
- Similarly, when they find a chest which they think is full of treasure, the Howell's open it up and discover cannon-balls, which they don't recognize, and postulate that they are black pearls.
Mrs. Howell: I wonder how they got those little tiny oysters to produce such large pearls?Mr. Howell: [amazed voice] They must have used whips.
- Also Mr. Howell's Harvard-grad reaction to a loincloth-clad savage spewing enraged gibberish: "Must be a Yale man!"
- When the Skipper's disoriented from being conked on the head:
Gilligan: You sure you're all right, Skipper?Skipper: For the last time, I'm all right, Mary Anne!
- Any time the show launched into a Dream Sequence tended to be a high point. The cast loved doing them, and it shows:
- Gilligan's dream that he's Lord Admiral Gilligan, fighting pirates (the other male castaways) on his ship in the wildest, wackiest swordfight in 1960s Live Action TV.
- In "Up At Bat", Giliigan gets bit by a bat and believes he's now a vampire, he goes to sleep and has a dream about being a vampire. Hilarity Ensues.
- The part where Gilligan is Dracula fighting Inspector Sherlock and Watson (Professor and Skipper) in a brawl that may have been really stiff, but is even sillier with the onomatopoeia words than in the 1960s Batman series.
- Still not fully awake, he punches the Skipper in the gut:
Gilligan: Oh gee, sorry about that, Skipper.Skipper: I'm not Skipper, I'm Frankenstein's Monster! [He proceeds to chase Gilligan]
- "And Then There Were None", in which Gilligan dreams of being on trial. It manages to mix references to The Strange Case of Dr. Jekyll and Mr. Hyde, Mary Poppins, and Pygmalion.
- Gilligan's spy-adventure dream in "The Invasion."
Lovey Howell:: Oh, no wonder they call you 014; you're twice as good as 007!