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Movies like Roman Holiday (1953)

The best movies like Roman Holiday (1953) are Chéri (2009), Once Around (1991) and Letters to Juliet (2010). If Roman Holiday 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. 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
  2. Once Around (1991)

    A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.

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

    Popcorn FlickMovies like this
  3. Letters to Juliet (2010)

    An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

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

    Worth the HypeMovies 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. 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
  6. Picture Perfect (1997)

    A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

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

  7. Shadows in the Sun (2005)

    An aspiring young writer tracks a literary titan suffering from writers block to his refuge in rural Italy and learns about life and love from the irascible genius and his daughters.

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

    Popcorn FlickMovies like this
  8. 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

  9. The Princess Diaries 2: Royal Engagement (2004)

    Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Accompanied by her friend Lilly, Mia continues her 'princess lessons', like riding horses side-saddle and archery. But her already complicated life is turned upside down once again when she learns that she is to take the crown as queen earlier than expected, all while she meets a mysteriously charming young man.

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

    Popcorn FlickMovies like this
  10. Three Coins in the Fountain (1954)

    Three American roommates working in Italy wish for the man of their dreams after throwing coins into Rome's magnificent Trevi Fountain. Frances, a secretary at a government agency, sets out to win the heart of her smooth-talking novelist employer; Anita, her coworker, defies office regulations by romancing an Italian who works at the agency; and office newcomer Maria meets a real Italian Prince Charming and falls madly in love. The only thing the three hopeful ladies need to do is seal their fate.

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

  11. Solo Mio (2026)

    After Matt's dreams of a picturesque Italian wedding are shattered when his fiancée leaves him at the altar, he embarks on his planned honeymoon across Italy alone, immersing himself in the country's vibrant culture, food, and beauty, meeting Gia along the way.

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

    Worth the HypeMovies like this
  12. Purple Hearts (2022)

    An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.

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

    Absolute CinemaMovies like this
  13. 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
  14. Trouble in Paradise (1932)

    Thief Gaston Monescu and pickpocket Lily are partners in crime and love. Working for perfume company executive Mariette Colet, the two crooks decide to combine their criminal talents to rob their employer. Under the alias of Monsieur Laval, Gaston uses his position as Mariette's personal secretary to become closer to her. However, he takes things too far when he actually falls in love with Mariette, and has to choose between her and Lily.

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

    Worth the HypeMovies like this
  15. Avanti! (1972)

    A successful businessman travels to Italy to arrange for the return of his tycoon father's body, only to learn that dear old dad died with his longtime mistress.

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

    Popcorn FlickMovies like this
  16. Mata Hari (1931)

    A semi-fictionalized account of the life of Mata Hari, an exotic dancer who was accused of spying for Germany during World War I.

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

    Popcorn FlickMovies like this
  17. Romeo and Juliet (1968)

    Romeo Montague and Juliet Capulet fall in love against the wishes of their feuding families. Driven by their passion, the young lovers defy their destiny and elope, only to suffer the ultimate tragedy.

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

    Worth the HypeMovies like this
  18. Blind (2017)

    A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.

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

    Popcorn FlickMovies like this
  19. 5 to 7 (2014)

    A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

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

    Worth the HypeMovies like this
  20. La Dolce Villa (2025)

    When his daughter decides to buy a crumbling Tuscan villa, Eric rushes to Italy to talk her out of it — and instead finds beauty, romance and new purpose.

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

    Popcorn FlickMovies like this
  21. Pandora's Box (1929)

    The rise and inevitable fall of an amoral but naive young woman whose insouciant eroticism inspires lust and violence in those around her.

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

    Worth the HypeMovies like this
  22. Doctor Zhivago (1965)

    The life of a Russian physician and poet who, although married to another, falls in love with a political activist's wife and experiences hardship during World War I and then the October Revolution.

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

    Worth the HypeMovies like this
  23. The General (1926)

    During America’s Civil War, Union spies steal engineer Johnnie Gray's beloved locomotive, 'The General'—with Johnnie's lady love aboard an attached boxcar—and he single-handedly must do all in his power to both get The General back and to rescue Annabelle.

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

    Absolute CinemaMovies like this
  24. The Gold Rush (1925)

    A gold prospector in Alaska struggles to survive the elements and win the heart of a dance hall girl.

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

    Absolute CinemaMovies like this
  25. Tabu: A Story of the South Seas (1931)

    On the South Pacific island of Bora Bora, a young couple's love is threatened when the tribal chief declares the girl a sacred virgin.

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

    Worth the HypeMovies like this
  26. Chimes at Midnight (1965)

    Henry IV usurps the English throne, sets in motion the factious War of the Roses and now faces a rebellion led by Northumberland scion Hotspur. Henry's heir, Prince Hal, is a ne'er-do-well carouser who drinks and causes mischief with his low-class friends, especially his rotund father figure, John Falstaff. To redeem his title, Hal may have to choose between allegiance to his real father and loyalty to his friend.

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

    Worth the HypeMovies like this
  27. The Best Years of Our Lives (1946)

    It's the hope that sustains the spirit of every GI: the dream of the day when he will finally return home. For three WWII veterans, the day has arrived. But for each man, the dream is about to become a nightmare.

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

    Worth the HypeMovies like this
  28. The Great Dictator (1940)

    Dictator Adenoid Hynkel tries to expand his empire while a poor Jewish barber tries to avoid persecution from Hynkel's regime.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  29. Dead Man (1995)

    On the run after committing murder, an accountant encounters a strange Native American man who prepares him for his journey into the spiritual world.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  30. The Day the Earth Stood Still (1951)

    An alien and a robot land on Earth after World War II and tell mankind to be peaceful or face destruction.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this

Like Roman Holiday and something else?

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

Frequently asked questions

What are the best movies like Roman Holiday?

The closest matches to Roman Holiday are Chéri (2009), Once Around (1991) and Letters to Juliet (2010). Below are 27 more, each with the reason it matches.

What should I watch after Roman Holiday?

Start with Chéri (2009), the closest match to Roman Holiday.

What is the highest-rated movie like Roman Holiday?

The Great Dictator (1940), rated 8.3/10 by 3,872 TMDB users.

What is the newest movie like Roman Holiday?

Solo Mio (2026) is the most recent release on this list.

Are there English movies like Roman Holiday?

Yes: Chéri (2009), Once Around (1991) and Letters to Juliet (2010).

How are movies similar to Roman Holiday chosen?

First come films that Trakt’s viewers watch alongside Roman Holiday, 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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