Movies like Sinatra (1988)
The best movies like Sinatra (1988) are Therapy Done Right (2026), Official Competition (2021) and SubUrbia (1997). If Sinatra hooked you with its comedy and drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedOut of the Clear Blue Sky (2019)8.3/10 from 396 votes
- NewestTherapy Done Right (2026)Released 2026
- In SpanishTherapy Done Right (2026)Also in Spanish
Therapy Done Right (2026)
A psychoanalyst who's lost faith in traditional therapy crosses every boundary to help a blocked novelist in this cutting Argentine dark comedy.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisOfficial Competition (2021)
When a billionaire entrepreneur impulsively decides to create an iconic movie, he demands the best. Renowned filmmaker Lola Cuevas is recruited to mastermind this ambitious endeavour. Completing the all-star team are two actors with massive talent but even bigger egos: Hollywood heartthrob Félix Rivero and radical theatre actor Iván Torres. Both are legends, but not exactly best friends. Through a series of increasingly eccentric trials set by Lola, Félix and Iván must confront not only each other but also their own legacies. Who will be left when the cameras finally start rolling?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSubUrbia (1997)
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like this53 Sundays (2026)
When three siblings agree to meet and discuss their aging father's future, their reunion spirals into bickering, bantering and reliving old grudges.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMy Own Love Song (2010)
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHooking Up (2020)
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the road trip come to light, the unlikely pair force one another to confront their issues, discovering that there might actually be more to love than just sex.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisDon't Think Twice (2016)
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChloe and Theo (2015)
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 either change our destructive was or be destroyed by them. Chloe, who has been searching for something to believe in, becomes inspired by Theo and , with the help of a kind lawyer, Monica, the three of them present Theo’s story to the United Nations in hopes of creating a better future for all of us.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisOut of the Clear Blue Sky (2019)
Returning to Earth as an imitator, the legendary Mexican artist Pedro Infante must prove that he is no longer a womanizer to enter paradise.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Absolute CinemaMovies like thisLive Twice, Love Once (2019)
A retired academic teacher tries to find the love of his youth after being diagnosed with Alzheimer's.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisLitus (2019)
A group of friends reunited after the suicide of one of them must face all the secret and lies between them.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisA Dog Year (2009)
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined because of abuse. Despite a series of mishaps, Jon decides to keep trying with the dog, and he rents a dilapidated farm house to give the dog room to run. A local handyman refers Jon to a woman who might be able to help him train the dog. Reluctantly, Jon gives her a try. Is the dog the problem, or the owner?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Good Half (2024)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisInstructions Not Included (2013)
Valentin is Acapulco's resident playboy, until a former fling leaves a baby on his doorstep and him heading with her out of Mexico.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisThe Dad Quest (2025)
When a father-son duo learns that they may not be biologically related, the two embark on a wild adventure through Mexico to find the truth.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWelcome Home Roscoe Jenkins (2008)
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!
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisYoung Adult (2011)
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Happiest Millionaire (1967)
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 father--especially since the nice young men around town all fear him. Wouldn't you fear a father-in-law that keeps alligators for pets and teaches boxing at his daily Bible classes?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWild Oats (2016)
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of a lifetime.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Sinatra?
The closest matches to Sinatra are Therapy Done Right (2026), Official Competition (2021) and SubUrbia (1997). Below are 17 more, each with the reason it matches.
What should I watch after Sinatra?
Start with Therapy Done Right (2026), the closest match to Sinatra.
What is the highest-rated movie like Sinatra?
Out of the Clear Blue Sky (2019), rated 8.3/10 by 396 TMDB users.
What is the newest movie like Sinatra?
Therapy Done Right (2026) is the most recent release on this list.
Are there Spanish movies like Sinatra?
Yes: Therapy Done Right (2026), Official Competition (2021) and 53 Sundays (2026).
How are movies similar to Sinatra chosen?
First come films that Trakt’s viewers watch alongside Sinatra, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.