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Movies like Romancing Sydney (2025)

The best movies like Romancing Sydney (2025) are Which Brings Me to You (2023), Chéri (2009) and A California Christmas: City Lights (2021). If Romancing Sydney hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Which Brings Me to You (2023)

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  2. Chéri (2009)

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  3. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  4. Love in Taipei (2023)

    A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  5. L.A. Without a Map (1999)

    An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

  6. Father of the Bride (2022)

    A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  7. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  8. Twelfth Night (1996)

    Shakespeare's comedy of gender confusion, in which a girl disguises herself as a man to be near the count she adores, only to be pursued by the woman he loves.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Worth the HypeMovies like this
  9. Bridget Jones: Mad About the Boy (2025)

    Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  10. Happiness for Beginners (2023)

    At a crossroads after her divorce, a schoolteacher ventures toward a fresh start in life — and love — when she signs up for a grueling group hiking trip.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  11. Paper Heart (2009)

    Paper Heart follows Nick and Charlyne on a cross-country journey to document what exactly "love" is. Interviewing ministers, happily married couples, chemists, romance novelists, divorce lawyers, a group of children and more, the determined young girl attempts to find definition and perhaps even experience the mysterious emotion.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  12. Tall Girl (2019)

    Jodi, the tallest girl in her high school, has always felt uncomfortable in her own skin. But after years of slouching, being made fun of, and avoiding attention at all costs, Jodi finally decides to find the confidence to stand tall.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  13. I Can't Think Straight (2008)

    Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited Christian Tala and shy Muslim Leyla could not be more different from each other, but the attraction is immediate and goes deeper than friendship. But Tala is not ready to accept the implications of the choice her heart has made for her and escapes back to Jordan, while Leyla tries to move on with her new-found life, to the shock of her tradition-loving parents. As Tala's wedding day approaches, simmering tensions come to boiling point and the pressure mounts for Tala to be true to herself.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Worth the HypeMovies like this
  14. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  15. Center Stage: Turn It Up (2008)

    All self-taught dancer Kate Parker has ever wanted to do was perform with the American Academy of Ballet. But when she doesnt make it after auditioning, she learns that it takes more than precision and perfection to succeed in the dance world.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  16. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Popcorn FlickMovies like this
  17. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  18. The Wrong Paris (2025)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  19. High Strung Free Dance (2018)

    Zander Raines, a dazzling and tempestuous young choreographer, gives the break of a lifetime to two hopeful artists when he casts a stunning contemporary dancer, Barlow, and innovative pianist, Charlie, in New York’s most-anticipated new Broadway show: Free Dance. But the move throws off the show’s delicate creative balance when Charlie falls hard for Barlow, while Zander embraces her as his muse.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Worth the HypeMovies like this
  20. Yoh! Bestie (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  21. Fools Rush In (1997)

    After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  22. Rosa's Dilemma (2025)

    Rosa finds herself in a whirlwind of emotions as she navigates an unexpected love triangle between her two coworkers at a fast food joint.

    Why it matches: Similar story and style · both romance & comedy

  23. Chasing Amy (1997)

    Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  24. In a Heartbeat (2017)

    A closeted boy runs the risk of being outed by his own heart after it pops out of his chest to chase down the boy of his dreams.

    Why it matches: Similar story and style · both comedy & romance

    Absolute CinemaMovies like this
  25. Drink and Be Merry (2025)

    At a struggling New York dive bar in the days leading up to Christmas 2019, Chet, a beleaguered bartender in a state of extended arrested development, must balance caring for his misanthropic, aging regulars — who have nowhere else to go, and rely on him for far more than pouring drinks — with his naive desires to muster some Christmas spirit.

    Why it matches: Similar story and style · both drama & comedy

  26. Frida (2002)

    A biography of artist Frida Kahlo, who channeled the pain of a crippling injury and her tempestuous marriage into her work.

    Why it matches: Similar story and style · both drama & romance

    Worth the HypeMovies like this
  27. Taste of Love (2016)

    After an ambiguous Snapchat video featuring Bilel and Adil, rumors start spreading about the two friends. To save their reputation, each of them tries to find a girlfriend. Their hunt for a date doesn’t quite go as expected.

    Why it matches: Similar story and style · both romance & comedy

  28. Footloose (1984)

    When teenager Ren and his family move from big-city Chicago to a small town in the West, he's in for a real case of culture shock after discovering he's living in a place where music and dancing are illegal.

    Why it matches: Similar story and style · both drama & romance

    Popcorn FlickMovies like this
  29. While You Were Sleeping (1995)

    A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

    Why it matches: Similar story and style · both romance & comedy

    Worth the HypeMovies like this
  30. A Christmas Castle Proposal: A Royal in Paradise II (2024)

    Despite busy schedules causing distance, Olivia and Prince Alexander travel to Torovia for Christmas with his family. Clashing cultures between their families lead to various mishaps.

    Why it matches: Similar story and style · both romance & comedy

Like Romancing Sydney and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Romancing Sydney?

The closest matches to Romancing Sydney are Which Brings Me to You (2023), Chéri (2009) and A California Christmas: City Lights (2021). Below are 27 more, each with the reason it matches.

What should I watch after Romancing Sydney?

Start with Which Brings Me to You (2023), the closest match to Romancing Sydney.

What is the highest-rated movie like Romancing Sydney?

In a Heartbeat (2017), rated 8.0/10 by 1,040 TMDB users.

What is the newest movie like Romancing Sydney?

Yoh! Bestie (2026) is the most recent release on this list.

Are there English movies like Romancing Sydney?

Yes: Which Brings Me to You (2023), Chéri (2009) and A California Christmas: City Lights (2021).

How are movies similar to Romancing Sydney chosen?

First come films that Trakt’s viewers watch alongside Romancing Sydney, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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