Movies Like Surviving Gilligan's Island: The Incredibly True Story of the Longest Three Hour Tour in History

If you liked Surviving Gilligan's Island: The Incredibly True Story of the Longest Three Hour Tour in History (2001), a comedy and drama movie directed by Paul A. Kaufman, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Comedy Central Roast of David Hasselhoff (2010)
★ 6.8/10Also comedy and documentary
Time to hassle the Hoff at the rudest, raunchiest television event of the year--The Comedy Central Roast of David Hasselhoff. From running in slo-mo on the beach to inspiring Germany with the power of cheesy pop--it's…
2
Jonas Brothers Family Roast (2021)
★ 6.4/10Also comedy and documentary
Kevin, Joe and Nick face down quick wits and deep cuts in this comedy special featuring Pete Davidson, John Legend and more. Hosted by Kenan Thompson.
3
Jackass Presents: Bad Grandpa .5 (2014)
★ 6/10Also comedy and documentary
Bad Grandpa .5 gives you a whole new perspective on the world of Irving Zisman with bonus scenes and pranks also featuring Spike Jonze as "Gloria" and Catherine Keener as Irving's wife "Ellie", plus a look at the…
4
Comedy Central Roast of Donald Trump (2011)
★ 6.7/10Also comedy and documentary
It's Donald Trump's turn to step in to the celebrity hot seat for the latest installment of The Comedy Central Roast.
5
Blue Collar Comedy Tour: The Movie (2003)
★ 6/10Also comedy and documentary
The comedic stylings of four sort-of famous funnymen are brought to the big screen courtesy of this 2002 documentary.
6
Kevin Hart: Irresponsible (2019)
★ 6.7/10Also comedy and documentary
Stand-up comedian Kevin Hart talks about his family, travel and a year full of reckless behavior in front of a live sold-out crowd in London.
7
Kevin Hart: What Now? (2016)
★ 6.5/10Also comedy and documentary
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
8
Comedy Central Roast of Bruce Willis (2018)
★ 6.6/10Also comedy and documentary
Bruce Willis goes from "Die Hard" to dead on arrival as some of the biggest names in entertainment serve up punches of their own to Hollywood's go-to action star. And with Roast Master Joseph Gordon-Levitt at the helm…
9
An Evening with Kevin Smith (2002)
★ 7.4/10Also comedy and documentary
Kevin Smith interacts in Q&A sessions throughout various college stops in the USA.
10
Jim & Andy: The Great Beyond - Featuring a Very Special, Contractually Obligated Mention of Tony Clifton (2017)
★ 7.5/10Also documentary and drama
Through the lens of his stunningly immersive performance as Andy Kaufman, Jim Carrey ponders the meaning of life, reality, identity and career.
11
Trevor Noah: Where Was I (2023)
★ 6.5/10Also comedy and documentary
Trevor Noah riffs on national anthems, derailing a German sightseeing tour and getting roasted in Paris in this comedy special about his world travels.
12
Comedy Central Roast of Pamela Anderson (2005)
★ 6.6/10Also comedy and documentary
Comedy Central's best roasters and stand up comedians take a whack at actor/model Pamela Anderson.
13
The Comedians of Comedy (2005)
★ 7/10Also comedy and documentary
The Comedians of Comedy is an occasional stand-up comedy tour featuring Patton Oswalt, Zach Galifianakis, Brian Posehn and Maria Bamford that was documented in a 2005 film and 2005 Comedy Central television series of…
14
Norm Macdonald: Nothing Special (2022)
★ 6.6/10Also comedy and documentary
In his final comedy special, Norm Macdonald ponders casinos, cannibalism, living wills and why you have to be ready for whatever life throws your way.
15
Call Me Lucky (2015)
★ 7/10Also comedy and documentary
An inspiring, triumphant and wickedly funny portrait of one of comedy’s most enigmatic and important figures, CALL ME LUCKY tells the story of Barry Crimmins, a beer-swilling, politically outspoken and whip-smart comic…
16
John Mulaney: The Comeback Kid (2015)
★ 7.7/10Also comedy and documentary
Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.
17
Trailer Park Boys: Live in F**kin' Dublin (2014)
★ 5.9/10Also comedy and documentary
The boys head to Ireland after winning a contest to see Rush but are arrested by immigration and must perform a community service puppet show.
18
Aziz Ansari: Right Now (2019)
★ 7.1/10Also comedy and documentary
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
19
Anthony Jeselnik: Fire in the Maternity Ward (2019)
★ 7/10Also comedy and documentary
Forging his own comedic boundaries, Anthony Jeselnik revels in getting away with saying things others can't in this stand-up special shot in New York.
20
An Evening with Kevin Smith 2: Evening Harder (2006)
★ 7.1/10Also comedy and documentary
In this second Q&A with Kevin Smith he now enters the homes of some of his fans in Toronto and London.