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Movies Like Week-End in Havana

If you liked Week-End in Havana (1941), a comedy and romance movie directed by Walter Lang, 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. 1Hollywood Stargirl

    Hollywood Stargirl (2022)

    ★ 6.6/10Also comedy and romance

    When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.

  2. 2Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…

  3. 3¿Quieres ser mi hijo?

    ¿Quieres ser mi hijo? (2023)

    ★ 8.4/10Also comedy and romance

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

  4. 4Music and Lyrics

    Music and Lyrics (2007)

    ★ 6.5/10Also comedy and music

    A washed-up '80s pop star gets a chance at a comeback when reigning pop diva Cora Corman invites him to write & record a duet with her, but there's a problem--Alex hasn't written a song in years; he's never written…

  5. 5My Sassy Girl

    My Sassy Girl (2008)

    ★ 6.8/10Also comedy and romance

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

  6. 6The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

  7. 7Romance & Cigarettes

    Romance & Cigarettes (2006)

    ★ 6/10Also comedy and music

    Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval…

  8. 8Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

  9. 9Dinner in America

    Dinner in America (2022)

    ★ 7.8/10Also romance and comedy

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

  10. 10Let's Make Love

    Let's Make Love (1960)

    ★ 6.4/10Also comedy and romance

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

  11. 11Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

  12. 12Love, Weddings & Other Disasters

    Love, Weddings & Other Disasters (2020)

    ★ 6/10Also romance and comedy

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

  13. 13Girl on a Bicycle

    Girl on a Bicycle (2013)

    ★ 5.9/10Also comedy and romance

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…

  14. 14That Touch of Mink

    That Touch of Mink (1962)

    ★ 6.5/10Also comedy and romance

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…

  15. 15Chasing Papi

    Chasing Papi (2003)

    ★ 6.7/10Also comedy and romance

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…

  16. 16Cuban Fury

    Cuban Fury (2014)

    ★ 6.1/10Also comedy and romance

    Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.

  17. 17Someone Great

    Someone Great (2019)

    ★ 6.4/10Also comedy and romance

    An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…

  18. 18Relationship Goals

    Relationship Goals (2026)

    ★ 6.4/10Also romance and comedy

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…

  19. 19Zack and Miri Make a Porno

    Zack and Miri Make a Porno (2008)

    ★ 6.3/10Also comedy and romance

    Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each…

  20. 20The Pirate

    The Pirate (1948)

    ★ 6.5/10Also music and romance

    A girl is engaged to the local richman, but meanwhile she has dreams about the legendary pirate Macoco. A traveling singer falls in love with her and to impress her he poses as the pirate.

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