Movies Like The Skipper 2

If you liked The Skipper 2 (1989), a drama and comedy movie directed by Avi Cohen, 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
The Happiest Millionaire (1967)
★ 6.8/10Also comedy and drama
A happy and unbelievably lucky young Irish immigrant, John Lawless, lands a job as the butler of an unconventional millionaire, Biddle. His daughter, Cordelia Drexel Biddle, tires of the unusual antics of her…
2
Six Pack (1982)
★ 6.4/10Also drama and comedy
Stopping briefly in a small Texas town, an itinerant race car driver finds that his stock car, on a trailer behind his motor home, has just been quickly and expertly stripped. He chases down the miscreants, who turn…
3
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
4
Alley Cats Strike (2000)
★ 6/10Also family and drama
A group of hip retro teenage outsiders become involved in an interschool bowling rivalry.
5
Chang Can Dunk (2023)
★ 6.7/10Also family and comedy
Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress his crush, Kristy, but to gain the…
6
Landline (2017)
★ 6.2/10Also comedy and drama
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
7
Roll Bounce (2005)
★ 6.9/10Also comedy and drama
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
8
Family Weekend (2013)
★ 6.3/10Also comedy and drama
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
9
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
10
Somewhere in Queens (2023)
★ 6.3/10Also comedy and drama
Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it…
11
A Simple Twist of Fate (1994)
★ 6.2/10Also family and comedy
When Michael McCann is thrown over by the woman he loves, he becomes something of a misanthrope and a miser, spending all of his spare money on collectible gold coins. Living in the same town is an affluent family with…
12
Chloe and Theo (2015)
★ 5.9/10Also comedy and drama
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We…
13
Foster (2011)
★ 6.7/10Also comedy and drama
Looking to adopt a child and unable to conceive a child of their own, the Morrisons' lives are turned upside down when a seven-year-old boy unexpectedly shows up on their doorstep.
14
A Very Brady Christmas (1988)
★ 6.2/10Also drama and family
Almost 20 years after the start of the original "Brady Bunch" the kids are grown up and have kids of their own. Everyone is having a wonderful time back at the family house for Christmas, until Mike learns of a…
15
The Good Half (2024)
★ 6.2/10Also comedy and drama
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
16
The Boy with Green Hair (1948)
★ 6.2/10Also drama and comedy
Peter, an orphaned boy, is adopted by Gramp Frye after his parents are killed in Europe while doing war relief work. The boy feels safe with his new caretaker, but when he is taunted for being an orphan, he gets…
17
Skater Girl (2021)
★ 7.2/10Also drama and family
Prerna, a teenager growing up in rural India, comes of age when she’s introduced to the sport of skateboarding. As a result, she has to fight the odds to follow her dreams and compete in the national championship.
18
Free Rein: The Twelve Neighs of Christmas (2018)
★ 6.7/10Also comedy and drama
As Bright Fields preps for its Mistletoe Ball, a broken ornament leads Zoe to a family secret, while Gaby finds herself at the mercy of new boss Mia.
19
Welcome Home Roscoe Jenkins (2008)
★ 6/10Also comedy and drama
When a celebrated TV show host returns to his hometown in the South, his family is there to remind him that going home is no vacation!
20
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.