- In the second-season episode "The Chains of Command", Gilligan is discouraged because the Skipper has seemingly been kidnapped and no one will listen to him. Mary Ann gives him a stirring pep talk.
- Hi-Fi Gilligan.
- Gilligan gets kicked out of his hut because his mouth comes open in his sleep and the radio keeps the Skipper awake. He bunks with the Professor next. The Professor is quite patient with Gilligan and gentler than some of the others even when he ultimately has to evict Gilligan so he can get some sleep.
- When Gilligan accidentally breaks the radio and knocks his teeth back to normal in one go, he quickly decides there's only one thing to do — the Skipper needs to hit him to get his tooth radio working so they can track the storm. However, the Skipper can't bring himself to hit his "little buddy", even with his urging and with the knowledge that they need a working radio.
- A typhoon hits the island and the castaways plan to ride it out in a small cave, but there's not enough room for everyone. The men draw straws to see who will stay outside in the storm. Gilligan breaks his straw in half to save his friends, seeing as he's more expendable than them. When they realize what he did, the castaways leave the cave. If they can't all be safe, they'll be together. However, this ends up saving their lives when the storm destroys the cave immediately after they all leave.
- "Love Me, Love My Skipper":
- Gilligan hears from the Skipper that Howells have apparently given invitations to everyone except him. He immediately says that if the Skipper isn't going, he's not going either.
- When the other Castaways think that the Howells have snubbed the Skipper in party invitations, they boycott the Howell's party and plan one in the Skipper's honor instead.
- It's also heartwarming when it turns out that Howells had invited the Skipper all along and didn't realize he never received his invite. (Mr. Howell had run into a tree and dropped it without realizing.)
- The Beauty Contest episode:
- At the beginning, while everyone's arguing whether Ginger or the sophisticated Mrs. Howell is more beautiful, the Professor stands up and says he knows a girl who embodies beauty, sweetness, and warmth, whom he would choose as the most beautiful woman in the world — Mary Ann. The way Mary Ann blushes and smiles at the praise is unforgettable.
- After every man on the island (except Gilligan) has listed a different female castaway as most beautiful, the Skipper makes a brief attempt to resolve the disagreement by stating that each of the girls is definitely first in class in her own category. Unfortunately, Mr. Howell and the Professor (of all people) keep the argument going until it escalates into the events of the rest of the episode.
- "Slave Girl":
- The Professor and the Skipper both claim to be the titular girl's master so that her boyfriend will not challenge Gilligan to a fight for her.
- When it appears that Gilligan will be challenged to a death match for the girl whose life he saved, the Professor, Mary Ann, and Ginger (the only three in the hut) agree that they will fight and die with him rather than simply letting him get killed.
- "Where There's A Will" has a chain of these. The episode starts with the castaways all taking care of Mr. Howell when he falls ill. This prompts Mr. Howell to realize they're all like family to him, and he leaves them each a different industry in his will — not just random bequests, either, but chosen after he and his wife discuss which fit their personalities best. It ends with the rest of the cast mistakenly thinking Mr. Howell has died and conducting a funeral so heartfelt it moves him to tears before he reveals himself.
- In "The Hunter", Mr. Howell comes into the hut where Kincaid is holding Gilligan. He tells Kincaid Gilligan is important to him and tries to bribe him with increasing amounts of money to call off the hunt.
- In Rescue from Gilligan's Island, Gilligan and the Skipper visit the Howell's during a dinner party. Then, their guests insult Gilligan and the Skipper. The Howells' response? To throw the guests out without any hesitation.
- In the first season episode, "Angel On The Island", a play starring Ginger (as Cleopatra) is to be performed to help lift her spirits. Mrs. Howell becomes jealous and has Mr. Howell (the director) replace Ginger with herself. After Ginger actually cries, and Gilligan incompetently tries to cheer her, Gilligan then (at a point when the castaways still don't know the Howells very well) has a private meeting with Mrs. Howell where he somewhat formally beseeches her to let Ginger have the part. (She does.) It's moments like that that make it easier to see why the other six DON'T kill Gilligan.
- In one episode, Gilligan believes that he's won the lottery and is now a millionaire, so the Howells offer to let him join their exclusive island club (which has a membership fee of $5,000). Gilligan gets lonely while there, so he writes all of the other castaways I.O.U.s to let them enter (a Heartwarming moment in and of itself). Mr. Howell isn't fond of his "private" club being invaded, and when Gilligan loses the lottery ticket that guarantees his riches, the "old" millionaire kicks everyone out. One Dream Sequence later prompts him to realize how selfish he's been, so he quickly wakes up Gilligan and tells him that he's found the missing ticket, so he should go tell everyone that they can rejoin the club. While Gilligan rushes off to share the good news, Mrs. Howell realizes that Thurston made up a fake ticket as an excuse to have everyone come back. Even after the group hears on the radio that someone else claimed the winnings (it turns out Gilligan's original ticket was a year old), he still lets everyone stay. Awww.
- In "And Then There Were None", after what happened to all of them (falling down an old munitions pit) gets explained, the first thing the Skipper expresses is concern for Gilligan, who will probably think (as per the Professor's earlier hypothesis about island madness) that he's killed them all. When Gilligan gets himself tangled in a vine and falls down the same pit, he's quick to reassure him.
- Real-life examples:
- Originally, the opening theme's lyrics only named five of the seven cast members (with the Professor and Mary-Ann being billed as "and the rest"). The five named cast members thought this was unfair to the two and wanted it changed to include them; when the producers initially refused, Bob Denver (Gilligan's actor) used a loophole in his contract note to force them into updating the lyrics to name all seven cast members for seasons two and three.
- In 1992, several children suffering from cancer were granted a wish from the Make-a-Wish Foundation. Their wish? To finally rescue Gilligan from the island. Bob Denver himself donned the Gilligan costume and waited on a deserted island off the West Virginia coast to be rescued by the kids. After boarding the cruise ship carrying the children (the S.S. Minnow, of course,) he spent the rest of the day playing games with them.
Heartwarming / Gilligan's Island