Back in Time Today
Gilligan’s Island (1964–1967) was a sitcom about seven castaways stranded on a deserted island, but somehow, guest stars kept finding their way to shore. From Hollywood legends to future superstars, these visitors brought chaos, comedy, and unforgettable moments to the show. Here are the 9 best guest stars who made their mark on Gilligan’s Island—ranked by impact, humor, and sheer absurdity.
1. Hans Conried – “Wrongway Feldman”
Imagine a quirky, lost WWI pilot who crash-lands not once, but twice! Hans Conried’s character, Wrongway Feldman, embodies the delightful absurdity of Gilligan’s Island. His eccentric mannerisms and heartfelt decisions to stay stranded made him a beloved figure.
Conried’s performance captured the mix of comedy and warmth the show was known for. His portrayal of a befuddled yet endearing aviator remains a fan favorite. Did you know? Conried was a seasoned character actor who lent his voice to Captain Hook in Disney’s Peter Pan.
His episodes are iconic for their blend of humor and nostalgia.
2. Phil Silvers – “The Producer”
Phil Silvers brought his Bilko charm to the island as Harold Hecuba, a Hollywood producer with grandiose plans. His over-the-top narcissism and knack for exploiting the castaways’ talents led to some of the show’s funniest moments.
Underneath the flashy exterior, Silvers’ character layered the comedy with a touch of sly manipulation. His memorable episode showcased the clash between the glitz of Hollywood and the simplicity of island life.
Fun fact: Silvers was a real-life showbiz legend, known for his role in “The Phil Silvers Show,” adding a touch of authenticity to his portrayal.
3. Kurt Russell – “Gilligan Meets Jungle Boy”
Before his Hollywood stardom, young Kurt Russell made an unforgettable appearance as a mute jungle boy. His wide-eyed innocence and adventurous spirit brought a fresh dynamic to the island.
Russell’s portrayal of this wild child who unknowingly escapes in a hot-air balloon showcased his early acting prowess. His interactions with the castaways added an intriguing layer of curiosity and charm.
Did you know? This episode was one of Russell’s first acting gigs, paving the way for a successful career. His youthful energy left an indelible mark on the series.
4. Larry Storch – “Little Island, Big Gun”
Larry Storch brought frenetic energy as Jackson Farrell, a bank robber posing as a doctor. His manic antics and humorous unraveling under pressure added a layer of chaos to the island.
Storch’s performance was a testament to his comedic versatility, bringing both laughs and suspense. His character’s unpredictable nature kept viewers on their toes, creating a memorable storyline.
Fun fact: Storch was a comedian and actor known for his work on “F Troop,” bringing seasoned comedic chops to his role on Gilligan’s Island.
5. Zsa Zsa Gabor – “Erika Tiffany Smith to the Rescue”
Zsa Zsa Gabor’s entrance as Erika Tiffany Smith brought Hollywood glamour to the island. Her flamboyant persona clashed perfectly with the Howells, creating comedic tension.
Known for her opulent style, Gabor’s character’s flirtation with the Professor added another layer of hilarity. Her episode stands out for its blend of sophistication and absurdity.
A fun tidbit: Gabor was a real-life socialite, famous for her lavish lifestyle and charming wit, making her role a perfect match for the island’s comedic escapades.
6. Sterling Holloway – “The Pigeon”
Sterling Holloway, the voice behind Winnie the Pooh, brought his signature whimsy to Gilligan’s Island. Playing Burt, a bird enthusiast who almost helps the castaways escape, Holloway’s gentle eccentricity added a touch of magic.
His character’s quirky obsession with pigeons provided a unique twist to the island’s narrative. Holloway’s presence was both comforting and comical, leaving a lasting impact on viewers.
Interesting fact: Holloway’s distinctive voice was a staple in many classic Disney films, enhancing his lovable portrayal on the show.
7. Rory Calhoun – “Lovey’s Secret Admirer”
Rory Calhoun brought a touch of old-Hollywood charm to the island as Lord Beasley Waterford. His flirtations with Lovey Howell and the ensuing jealousy from Thurston added a delightful twist.
Calhoun’s suave and sophisticated presence was a nod to his roots as a Western heartthrob. The episode highlighted the contrast between aristocratic allure and island simplicity.
Fun fact: Calhoun was a renowned actor known for his Western films, making his appearance on Gilligan’s Island a delightful crossover.
8. The Harlem Globetrotters – “The Harlem Globetrotters on Gilligan’s Island”
The Harlem Globetrotters’ appearance brought a new level of excitement and absurdity to the island. Stranded after a plane crash, they face off against basketball-playing robots in a high-stakes game.
This wild reunion movie was pure fun, mixing sports with island chaos. The Globetrotters’ athletic prowess and comedic timing created unforgettable scenes.
Fun tidbit: The Harlem Globetrotters are known worldwide for their basketball artistry and comedic performances, perfectly aligning with the show’s whimsical nature.
9. Don Rickles – “The Kidnapper”
Legendary insult comic Don Rickles played a smooth-talking criminal who kidnaps the women for ransom. His comedic timing and ability to outsmart the castaways made for a hilarious episode.
Rickles’ character’s ultimate betrayal added a twist, showcasing his versatility as both a comedian and actor. His performance is remembered for its humor and cleverness.
Fun fact: Rickles’ sharp wit often led to behind-the-scenes laughter, including real-life tension with Russell Johnson (The Professor), adding to the off-screen drama.