Movies like Sailing Along (1938)
The best movies like Sailing Along (1938) are Sneakerella (2022), Guava Island (2019) and Back to the Beach (1987). If Sailing Along hooked you with its music and comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBo Burnham: Make Happy (2016)8.0/10 from 459 votes
- NewestDriver's Ed (2026)Released 2026
Sneakerella (2022)
When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity for sneakers. With a little nudge from his best friend and a sprinkle of Fairy Godfather magic, El finds the courage to use his talent to pursue his dream of becoming a ‘legit’ sneaker designer in the industry.
Why it matches: Recommended by TMDB viewers · both music & comedy
SnoozefestMovies like thisGuava Island (2019)
Deni Maroon, a musician and dock worker is determined to pull off a music festival against the interests of the local factory owner.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisBack to the Beach (1987)
A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.
Why it matches: Recommended by TMDB viewers · both comedy & music
SnoozefestMovies like thisThe Big Store (1941)
A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisBo Burnham: Make Happy (2016)
Combining his trademark wit and self-deprecating humor with original music, Bo Burnham offers up his unique twist on life in this stand-up special about life, death, sexuality, hypocrisy, mental illness and Pringles cans.
Why it matches: Recommended by TMDB viewers · both comedy & music
Absolute CinemaMovies like thisAdam Sandler: 100% Fresh (2018)
Adam Sandler takes his comical musical musings back out on the road, from comedy clubs to concert halls to one very unsuspecting subway station.
Why it matches: Recommended by TMDB viewers · both comedy & music
Worth the HypeMovies like thisFootlight Parade (1933)
A fledgling producer finds himself at odds with his workers, financiers and his greedy ex-wife when he tries to produce live musicals for movie-going audiences.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisA Song Is Born (1948)
The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want to give her up.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisPitch Perfect 3 (2017)
After the highs of winning the world championships, the Bellas find themselves split apart and discovering there aren't job prospects for making music with your mouth. But when they get the chance to reunite for an overseas USO tour, this group of awesome nerds will come together to make some music, and some questionable decisions, one last time.
Why it matches: Recommended by TMDB viewers · both music & comedy
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEddie Murphy Raw (1987)
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDylan Moran: Like, Totally (2006)
Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpin (2021)
Rhea discovers her passion for creating DJ mixes that blend the rich textures of her South Asian culture and the world around her. Her life revolves around her eclectic group of friends, her after-school coding club, her family’s Indian restaurant and her tight-knit, multigenerational family. Everything changes when she falls for aspiring DJ Max, and her long-lost fervor for music is re-ignited. Rhea discovers that she has a natural gift for creating beats and producing music but must find the courage to follow her true inner talent.
Why it matches: Recommended by TMDB viewers · both music
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMixtape (2021)
On the eve of Y2K, orphaned 12-year-old Beverly discovers a broken mixtape crafted by her teen parents. Raised by her grandmother – who struggles talking about her late daughter – Beverly sees the mixtape as a chance to finally learn more about her parents.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Sailing Along?
The closest matches to Sailing Along are Sneakerella (2022), Guava Island (2019) and Back to the Beach (1987). Below are 17 more, each with the reason it matches.
What should I watch after Sailing Along?
Start with Sneakerella (2022), the closest match to Sailing Along.
What is the highest-rated movie like Sailing Along?
Bo Burnham: Make Happy (2016), rated 8.0/10 by 459 TMDB users.
What is the newest movie like Sailing Along?
Driver's Ed (2026) is the most recent release on this list.
Are there English movies like Sailing Along?
Yes: Sneakerella (2022), Guava Island (2019) and Back to the Beach (1987).
How are movies similar to Sailing Along chosen?
First come films that Trakt’s viewers watch alongside Sailing Along, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.