Most Similar Movies to Havana (1990)
If you are looking for movies like Havana (1990), you might like movies tagged with keyword : gambler, wealthy woman, revolutionary, husband, gangster, cia agent, gripping, sultry, sad, cuba, ship, casino, cuban revolution, smuggling, love triangle, the big game, communism, forbidden love, rescue, transformation, 1950s .
The Notebook (2004), Romeo and Juliet (1968), Dark Eyes (1987), Titanic (1997), 1942: A Love Story (1994), Three Steps Above Heaven (2010), Magadheera (2009) ... Let's take a look at the following list...

The Notebook (2004)
A poor yet passionate young man falls in love with a rich young woman, giving her a sense of freedom, but they are soon separated because of their social differences.
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Romeo and Juliet (1968)
When two young members of feuding families meet, forbidden love ensues.
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Dark Eyes (1987)
An old Italian (Marcello Mastroianni) recalls his rich wife (Silvana Mangano), mistress (Marthe Keller) and Russian lover while on an ocean liner in 1903.
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Titanic (1997)
A seventeen-year-old aristocrat falls in love with a kind but poor artist aboard the luxurious, ill-fated R.M.S. Titanic.
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1942: A Love Story (1994)
A young Indian couple, both from wealthy backgrounds, find themselves caught up in the 1940's Indian revolutionary movement against their families whom are under the thumb a sadistic British general.
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Three Steps Above Heaven (2010)
A privileged woman and a reckless man fall in love despite their different social classes.
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Magadheera (2009)
A bike stuntman recalls his previous life as a warrior, and pursues his love's reincarnation. A sinister figure from their shared past threatens to separate them forever.
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Heartbeats (2010)
The story of three close friends who are involved in a love-triangle.
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A Midsummer Night's Dream (1999)
Lovers' lives are complicated by city law, feuding faerie royalty, and... love.
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Made of Honor (2008)
A guy in love with an engaged woman tries to win her over after she asks him to be her maid of honor.
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Valentine's Day (2010)
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
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Autumn in New York (2000)
Romantic drama about an aging playboy who falls for a sweet, but terminally ill, young woman.
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Barfi! (2012)
Three young people learn that love can neither be defined nor contained by society's definition of normal and abnormal.
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Three Night Stand (2013)
A married couple's romantic weekend is turned upside down when the husband's ex-girlfriend, a woman he's secretly obsessed with, is running the ski lodge where they're staying.
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The Umbrellas of Cherbourg (1964)
A young woman separated from her lover by war faces a life-altering decision.
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Love Actually (2003)
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
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Sense and Sensibility (1995)
Rich Mr. Dashwood dies, leaving his second wife and her three daughters poor by the rules of inheritance. The two eldest daughters are the titular opposites.
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Love Songs (2007)
Ismael and Julie enter a playful yet emotionally laced threesome with Alice. When tragedy strikes, these young Parisians are forced to deal with the fragility of life and love.
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