Movies Like 95 Miles to Go

If you liked 95 Miles to Go (2006), a documentary and comedy movie directed by Tom Caltabiano, 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
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…
2
Trevor Noah: You Laugh But It's True (2011)
★ 6.7/10Also documentary and comedy
In the world of stand-up comedy in South Africa, Trevor Noah uses his childhood experiences in a biracial family during apartheid to prepare for his first one-man show.
3
The Amazing Johnathan Documentary (2019)
★ 6.1/10Also documentary and comedy
What begins as a documentary following the final tour of a dying magician - "The Amazing Johnathan" - becomes an unexpected and increasingly bizarre journey as the filmmaker struggles to separate truth from illusion.
4
American Pie: Revealed (2004)
★ 6/10Also documentary and comedy
Documentary about the making of American Pie (1999), American Pie 2 (2001) and American Wedding (2003).
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
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.
7
21 Up (1977)
★ 7.4/10Also documentary
After another 7 year wait, director Michael Apted revisits the same group of British-born children from Seven Up! and 7 Plus Seven. The subjects are interviewed as to the changes that have occurred in their lives…
8
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.
9
Richard Pryor: Here and Now (1983)
★ 6.7/10Also comedy and documentary
One of comedian Richard Pryor's later stand-up performances. As foul-mouthed as ever, Pryor touches on most of the same topics as in his previous live shows. Filmed at the Saenger Theatre in New Orleans.
10
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.
11
George Carlin: Complaints & Grievances (2001)
★ 7.6/10Also comedy and documentary
George Carlin performs a hilarious set of never-before released material in "Complaints and Grievances." His 12th HBO special was recorded live at the Beacon Theater in New York City on November 17, 2001. In…
12
Harmontown (2014)
★ 6.6/10Also documentary
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
13
The Original Kings of Comedy (2000)
★ 6.4/10Also comedy and documentary
The house is rockin' and the laughs are rollin' as comedians Steve Harvey (The Steve Harvey Show), D.L. Hughley (The Hughleys), Cedric The Entertainer (The Steve Harvey Show) and Bernie Mac (Life) meet in this…
14
Tropic Thunder: Rain of Madness (2008)
★ 6.8/10Also comedy and documentary
A behind-the-scenes mockumentary of Tropic Thunder.
15
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…
16
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.
17
35 Up (1991)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
18
Talking Funny (2011)
★ 7.4/10Also comedy and documentary
What does it mean to be a successful comedian? How far can the boundaries of taste be pushed to get a laugh? Four top comics, Ricky Gervais, Louis C.K., Jerry Seinfeld and Chris Rock, discuss and debate their craft.
19
Kevin Hart: Zero F**ks Given (2020)
★ 6.6/10Also comedy and documentary
Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19.
20
George Carlin: Doin' It Again (1990)
★ 7.7/10Also comedy and documentary
George Carlin brings his comedy back to New Jersey and this time talks about Offensive Language, Euphemisms, They're Only Words, Dogs, Things you never hear, see or wanna hear, Some people are stupid, Cancer…