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Movies like A Sailor's Sweetheart (1927)

The best movies like A Sailor's Sweetheart (1927) are Fool's Gold (2008), The Navigator (1924) and Fairy Tales (1978). If A Sailor's Sweetheart hooked you with its adventure and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Fool's Gold (2008)

    Treasure hunter Ben "Finn" Finnegan has sunk his marriage to Tess and his trusty boat in his obsessive quest to find the legendary Queen's Dowry. When he finds a vital clue that may finally pinpoint the treasure's whereabouts, he drags Tess and her boss, billionaire Nigel Honeycutt, along on the hunt. But Finn is not the only one interested in the gold; his former mentor-turned-enemy Moe Fitch, hired by rapper-turned-gangster Bigg Bunny, will stop at nothing to beat him to it.

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

  2. The Navigator (1924)

    The wealthy and impulsive Rollo Treadway decides to propose to his beautiful socialite neighbor, Betsy O'Brien. Although Betsy turns Rollo down, he still opts to go on the cruise that he intended as their honeymoon. When circumstances find both Rollo and Betsy on the wrong ship, they end up having adventures on the high seas.

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

    Worth the HypeMovies like this
  3. Fairy Tales (1978)

    On his twenty-first birthday, the Prince goes on a quest that takes him across the land searching for the one woman that gets him sexually excited, Princess Sleeping Beauty.

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

    Popcorn FlickMovies like this
  4. Out to Sea (1997)

    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 the luscious Liz and lovely Vivian, our heroes have lots of mis-adventures before they finally return to port.

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

  5. My Favorite Wife (1940)

    Years after her ship disappeared, a presumably dead woman returns home. To her shock, she finds her husband has remarried.

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

    Worth the HypeMovies like this
  6. Wedding Crashers (2005)

    John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

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

    Popcorn FlickMovies like this
  7. Failure to Launch (2006)

    At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to help. In desperation to push Tripp out of the nest once and for all, Al and Sue hatch a plan to hire Paula, an "interventionist," who has a formula in these cases.

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

  8. ¿Quieres ser mi hijo? (2023)

    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.

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

    Absolute CinemaMovies like this
  9. Beat the Devil (1953)

    A group of con artists stake their claim on a bogus uranium mine.

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

    Popcorn FlickMovies like this
  10. Whisky Galore (2016)

    The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the shrewd islanders run rings around the buffoonish English Home Guard commander Captain Waggett and conspire to hide away cases of the precious amber nectar.

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

  11. The Knack... and How to Get It (1965)

    A nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in town, as well as a friendly lunatic who can’t help but paint things white.

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

    Popcorn FlickMovies like this
  12. Date with an Angel (1987)

    Aspiring composer Jim Sanders is engaged to spoiled rich girl Patty. But the morning after his bachelor party, Jim wakes up to discover a beautiful, broken-winged angel in his pool. When everyone finds out about his heavenly houseguest, Jim must cope with a dangerously jealous fiancée, an exploitive future father-in-law and a group of buddies with an outrageous business plan!

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

    Popcorn FlickMovies like this
  13. This Little Love of Mine (2021)

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

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

    Popcorn FlickMovies like this
  14. The Night Before (1988)

    A popular beauty surprisingly asks a nerd to take her to the prom. He wakes up hours later in a sleazy alley. She's missing but he remembers nothing about it.

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

    Popcorn FlickMovies like this
  15. Saving Silverman (2001)

    A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.

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

  16. Houseboat (1958)

    An Italian socialite on the run signs on as housekeeper for a widower with three children.

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

    Popcorn FlickMovies like this
  17. The Bride Came C.O.D. (1941)

    A financially-strapped charter pilot hires himself to an oil tycoon to kidnap his madcap daughter and prevent her from marrying a vapid band leader.

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

    Popcorn FlickMovies like this
  18. The Woman in Red (1984)

    When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.

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

    Popcorn FlickMovies like this
  19. Barbie (2023)

    Barbie and Ken are having the time of their lives in the colorful and seemingly perfect world of Barbie Land. However, when they get a chance to go to the real world, they soon discover the joys and perils of living among humans.

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

    Popcorn FlickMovies like this
  20. Splash (1984)

    A successful businessman falls in love with the girl of his dreams. There's one big complication though; he's fallen hook, line and sinker for a mermaid.

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

    Popcorn FlickMovies like this
  21. The Bachelor (1999)

    Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

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

  22. Mr. Deeds (2002)

    When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by opportunists all gunning for their piece of the pie. Babe, a television tabloid reporter, poses as an innocent small-town girl to do an exposé on Deeds.

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

  23. Kissing a Fool (1998)

    An egotistical television personality enlists the assistance of his best friend in putting the fidelity of his fiancé to the test in this amiable comedy of the sexes. Told in flashback, the film takes a familiar love-triangle scenario and gives it a bitter twist. With a bride who seems too good for either suitor, the film is sustained by one question - who will she choose?

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

  24. Bobby (2017)

    Bobby is a story of a 21-year old boy, who gives up his Seminary Studies and falls in love with a lady who is 7 years elder to him. The movie showcases the funny events, romance and the love life of the couple.

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

  25. The Whoopee Boys (1986)

    Two obnoxious and dim-witted misfits attempt to save a school for needy children by attempting to sneak into the wealthy high society of Palm Beach to get the money needed for their cause.

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

  26. The Groomsmen (2006)

    Blue-collar Paulie prepares for fatherhood and his forthcoming wedding to Sue by hanging out with his groomsmen. Brother Jimbo, cousin Mike, and his pals fill the reunion with drinking, boys-will-be-boys antics and a few unexpected personal confessions. But, when the bonding devolves into accusations and regret, Paulie has to decide whether he's ready to tie the knot and take this big step into adulthood.

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

  27. Noah's Arc: Jumping the Broom (2008)

    As Noah and Wade prepare to marry in Martha's Vineyard, the personal problems of their friends - and the unexpected arrival of rapper Baby Gat - threatens to permanently end their relationship.

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

  28. To Paint or Make Love (2005)

    An affluent, middle-aged couple's uneventful lives are forever changed when they move into an isolated house in the country and befriend an odd, younger couple.

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

    Popcorn FlickMovies like this
  29. The Show-Off (1946)

    Chaos is brought to a family when daughter marries a brash young man met on a blind date.

    Why it matches: Similar story and style · both comedy

  30. Away from Her (2007)

    Fiona and Grant have been married for nearly 50 years. They have to face the fact that Fiona’s absent-mindedness is a symptom of Alzheimer’s disease. She must go to a specialized nursing home, where she slowly forgets Grant and turns her affection to Aubrey, another patient in the home.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this

Like A Sailor's Sweetheart and something else?

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

Frequently asked questions

What are the best movies like A Sailor's Sweetheart?

The closest matches to A Sailor's Sweetheart are Fool's Gold (2008), The Navigator (1924) and Fairy Tales (1978). Below are 27 more, each with the reason it matches.

What should I watch after A Sailor's Sweetheart?

Start with Fool's Gold (2008), the closest match to A Sailor's Sweetheart.

What is the highest-rated movie like A Sailor's Sweetheart?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like A Sailor's Sweetheart?

¿Quieres ser mi hijo? (2023) is the most recent release on this list.

Are there English movies like A Sailor's Sweetheart?

Yes: Fool's Gold (2008), The Navigator (1924) and Fairy Tales (1978).

How are movies similar to A Sailor's Sweetheart chosen?

First come films that Trakt’s viewers watch alongside A Sailor's Sweetheart, 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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