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Movies Like Last Minute Jamaika

If you liked Last Minute Jamaika (2003), a comedy and romance movie directed by Klaus Lemke, 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. 1People We Meet on Vacation

    People We Meet on Vacation (2026)

    ★ 7/10Also comedy and romance

    Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.

  2. 2Along Came Polly

    Along Came Polly (2004)

    ★ 6/10Also comedy and romance

    Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's…

  3. 3Someone 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…

  4. 4Book Club: The Next Chapter

    Book Club: The Next Chapter (2023)

    ★ 6.3/10Also comedy and romance

    Four best friends take their book club to Italy for the fun girls' trip they never had. When things go off the rails and secrets are revealed, their relaxing vacation turns into a once-in-a-lifetime cross-country…

  5. 5Just Go with It

    Just Go with It (2011)

    ★ 6.7/10Also comedy and romance

    While romancing Palmer, a much younger schoolteacher, plastic surgeon Danny Maccabee enlists his loyal assistant Katherine to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies…

  6. 6The Wrong Missy

    The Wrong Missy (2020)

    ★ 6.1/10Also comedy and romance

    A guy meets the woman of his dreams and invites her to his company's corporate retreat, but realizes he sent the invite to the wrong person.

  7. 7Puppy Love

    Puppy Love (2023)

    ★ 7/10Also comedy and romance

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…

  8. 8Players

    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…

  9. 9One Night Only

    One Night Only (2026)

    ★ 6.4/10Also romance and comedy

    Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.

  10. 10Barb & Star Go to Vista Del Mar

    Barb & Star Go to Vista Del Mar (2021)

    ★ 6/10Also comedy

    The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a…

  11. 11Playing It Cool

    Playing It Cool (2014)

    ★ 5.9/10Also comedy and romance

    A young man meets and instantly falls in love with an engaged woman.

  12. 12Out to Sea

    Out to Sea (1997)

    ★ 5.9/10Also comedy and romance

    Care-free Charlie cons his widower brother-in-law Herb into an expenses-paid luxury cruise in search of rich, lonely ladies. The catch is that they are required to be dance hosts! With a tyrannical cruise director, and…

  13. 13No Hard Feelings

    No Hard Feelings (2023)

    ★ 6.7/10Also comedy and romance

    On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To…

  14. 14Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.3/10Also 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.

  15. 15My Best Friend, His Girlfriend and Me

    My Best Friend, His Girlfriend and Me (2026)

    ★ 6.3/10Also comedy

    Olli and Matze are best friends living, working and planning to travel the world together — until Matze's romance with Rebecca turns it all upside down.

  16. 16Splendor

    Splendor (1999)

    ★ 6.2/10Also comedy and romance

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible…

  17. 17That 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…

  18. 18Sex Appeal

    Sex Appeal (2022)

    ★ 6.6/10Also comedy and romance

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

  19. 19Desperados

    Desperados (2020)

    ★ 6/10Also comedy and romance

    A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

  20. 20The 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.

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