The Kennedy assassination
A rather dark bit of trivia given how silly the show was, but filming the original pilot of Gilligan’s Island, titled “Marooned,” coincided with the assassination of John F. Kennedy in November 1963.
The cast and crew got news of the assassination while wrapping up filming in Honolulu Harbor. The tragedy also delayed filming, as U.S. naval and military bases closed for a period of mourning.
News
If you look closely at the season 1 intro sequence, you can see US flags in the background at half-mast: they were lowered in honor of the slain president.
Alan Hale rushed to his audition on horseback
It’s hard to imagine anyone else but the great Alan Hale Jr. playing The Skipper — and the actor truly went the extra mile when it came to auditioning.
Hale was in Utah filming the western Bullet for a Bad Man when he received the casting call for Gilligan. According to the book Surviving Gilligan’s Island, Hale snuck off set on horseback. He then hitchhiked his way to Las Vegas, got on a flight to Los Angeles, and made his audition.
Thankfully, the extra effort paid off and Hale landed the role, beating out some tough competition: future All in the Family star Carroll O’Connor also auditioned.
Natalie Schafer opens her eyes
In one memorable Gilligan’s Island episode, Gilligan becomes a butterfly collector when an expert visits the island, more interested in butterflies than rescuing the stranded seven. Naturally, the castaways hatch a plan to trick the expert into helping them get back home.
They even try to get him to drink alcohol, hoping it will work in their favor. But things take a hilarious turn when they all get so drunk on fermented berry juice that they pass out.
Now, here’s where the bloopers comes in: The Professor, who famously claimed to be allergic to alcohol in the episode ”Nyet, Nyet, Not Yet,” drinks the fermented juice along with the others.