What makes for a truly great romance story?
Well for starters, it has to take you on a journey with the characters. It is only through seeing the good, the bad, and the ugly that we come to understand the power of love to transcend all. Some romance stories are so powerful, they can leave even the skeptics among us in a puddle of tears when the credits roll.A great romantic movie employs elements of comedy, thriller, and melodrama to simulate a cinematic experience that parallels the human condition.
Just as no love looks the same, no two great romantic films tell the same story in quite the same way.As society’s understanding of what relationships can look like has shifted and changed, so has the romance movie genre and the types of stories it tells.
The earliest example of romance film can be seen in 1896 with Thomas Edison’s revolutionary 20 second feature, The Kiss. For the first time in history, audiences shared an intimate moment between two ordinary people and they went crazy for it. The Kiss showed the world just how powerful of a tool romance was in film. There is something about being a witness to love that cinema lovers have always gravitated towards.
The success of romance films throughout history is due to the immensely talented writers and directors but it wouldn’t be complete without the skilled actors and actresses who not only make these characters come to life but remain everlasting and eternal reminders of the power of love to conquer all.
Not every great love story has a happy ending, and not every great love story became a pop culture phenomenon, as you will soon learn from this list, however what all of these films have in common is their ability to give an honest and raw depiction of the human condition, flaws and all.
Picking the 39 best romance films of all time was not an easy decision to make and there are many fantastic love stories that did not make the cut. Among them are Notting Hill (Roger Michell) and 27 Dresses (Anne Fletcher), both of which are worth watching or rewatching. If you’re still looking for more, watch every love story on Homestream here.
Now let’s get into our ranking of the 39 best romantic movies of all time.
39. The Big Sick (2017)
The story that 2017’s The Big Sick told was a personal one for comedian and star Kumail Nanjiani. Nanjiani co-wrote the screenplay with his wife Emily Gordon and the way the two seamlessly weaved together their two perspectives to tell the unique story of how they fell in love was a hit with audiences and critics alike. Not only was the film nominated for an Academy Award for Best Original Screenplay, it also became one of the highest grossing independent films of all time. The Big Sick takes the two people from different backgrounds cliche and turns it into something wholly new and incredibly special.
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38. The Shape of Water (2017)
One of 2017’s most buzzworthy films tells an otherworldly tale that only someone like Guillermo del Toro could have dreamed up. The story of love between a mute woman and an amphibious creature can only be described as an unconventional romance. Director Guillermo del Toro is known for creating magical realms in his films that manage to transcend both language and time and The Shape of Water is no exception. The film was nominated for a whopping 13 Academy Awards with Guillermo del Toro taking home his first Academy Award for Best Director. The way sound, image, and feeling connect under del Toro’s direction is nothing short of mesmerizing.
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37. Shakespeare in Love (1998)
If the storytellers of romance were to assemble an organized crime ring, Shakespeare would be the godfather. It is only fair that 1998’s Shakesperian inspired masterpiece gets a spot on the list of best romantic movies of all time. Shakespeare in Love asks us to imagine what might have been going on in Shakespeare’s life that would inspire him to create works of art about love that would inspire writers, readers, and the world for centuries to come. Not only is this imaginative tale beautifully told, but the performances of the star studded cast, everyone from Dame Judy Dench to the creator of Goop, Gwenyth Paltrow herself, are nothing short of remarkable.
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36. Love Jones (1997)
Love Jones does not try to sugarcoat how difficult falling in love can sometimes be. The film tells the story of the relationship between a poet played by Larenz Tate and a photographer played by Nia Long. Tate and Long explode on the screen as fully realized characters and the film moves forward at an entertaining and rhythmic pace. Love Jones never shies away from realism under the guidance of first time director Theodore Witcher. The raw and honest approach Witcher takes to exploring black love is what cements Love Jones as one of the best romance movies of all time.
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35. To All The Boys I’ve Loved Before (2018)
What is it about To All the Boys I’ve Loved Before that sets it apart from the modern day teen romance cinema we find ourselves bombarded with? Maybe it has something to do with the inexplicable charm of talented newcomers Lana Condor and Noah Centineo. From start to finish, it is the performance of the two main characters and the chemistry between them that has kept audiences hooked on this film. To All the Boys I’ve Loved Before is whimsical, a bit ridiculous, but ultimately an entertaining modern love story that is worth watching and rewatching.
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34. 500 Days of Summer (2009)
Not every romance story has a happy ending but the journey can still be a lot of fun, as this film indicates. The chemistry between the main characters played by Joseph Gordon Levitt and Zooey Deschanel is palpable and it is a joy to watch their story unfold in a unique and entertaining fashion over the course of the film. Told in a non linear method which serves to keep both the viewer entertained and to subvert the classic storytelling methods associated with the romance film genre, 500 Days of Summer has been beloved by audiences since its release in 2009. Both pure fun and deeply heartbreaking, 500 Days of Summer is an unforgettable romantic adventure.
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33. Something’s Gotta Give (2003)
With acting giants Jack Nicholson and Diane Keaton at the helm of this project, it is no wonder that Something’s Gotta Give was such a massive hit. Diane Keaton’s character falls for her daughter’s boyfriend played by Jack Nicholson and we won’t spoil the rest. Nancy Meyers knows how to create cinematic moments worth watching and rewatching and Something’s Gotta Give is no expectation. The film reminds us that it is never too late to find love, especially in unexpected places. With a dexterous balance between humor and seriousness, Meyers weaves a tale that is both cliche as well as anything but.
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32. San Junipero (2016)
While it isn’t a film in the traditional sense, the 61 minute runtime of perhaps the most iconic episode from anthology series Black Mirror deserves a spot on this list. Few works of cinema explore the same subject matter in the quite the same way as San Junipero does. Oozing with nostalgia for a past that never existed, San Junipero tells the story of a budding romance between two women in a simulated reality. The romance between the two main characters is anchored by the stellar performance of both actresses and the wonderfully inventive script written by showrunner Charlie Brooker. San Junipero just has that thing so many romance films lack: heart.
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31. The Proposal (2009)
It’s really, really hard not to like The Proposal. While the plot of the film doesn’t offer seasoned romance movie fans anything new in the way of style, the performances of Bullock and Reynolds and the subsequent bubbling chemistry between the two is what makes this film and keeps our eyes glued to the screen. Even critics who panned it couldn’t deny the performances of the lead roles were worth watching. Since its release in 2009, The Proposal went on to be both a box office success and a cult favorite in the romance genre. A feel good ride that is sure to keep you laughing, The Proposal has earned its spot among the greats of the genre.
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30. A Star is Born (2018)
2018’s A Star is Born is proof that the third time really is a charm. As the third Hollywood retelling of the same story, A Star is Born had big shoes to fill and it’s safe to say that Bradley Cooper and Lady Gaga were able to fill them. Here is Lady Gaga like you’ve never seen her before, barefaced, raw and soulful. There is Bradley Cooper giving us the performance of a lifetime, slurring his words in alcoholic stupor and strumming the guitar we never knew he could play. As Cooper’s directorial debut, this film became one of the most iconic and talked about films of the year. Both heartbreaking and refreshingly poignant, A Star is Born has already cemented itself as a modern classic in the romantic film genre.
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29. Silver Linings Playbook (2012)
2012’s Silver Linings Playbook was a real sleeper hit. What was billed as an offbeat romantic dramedy ended up being nominated for the five big Oscars and cemented Jennifer Lawrence as a formidable presence onscreen. Silver Linings Playbook is anything but a typical romantic comedy.
Bradley Cooper stars as a bipolar man with a crumbling marriage, desperate to win back his wife when he meets Jennifer Lawrence’s character and begins to fall in love when he least expects it. With Silver Linings Playbook, the audience gets to see a male protagonist reimagined. Handled with the perfect balance of humour and heart, the audience really feels like they are getting a peek into a real relationship between two imperfect individuals. Packed with tons of laughs and scenes stolen by Robert DeNiro, this film is worth a watch.
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28. Amelie (2001)
Amelie reminds us first and foremost, that Paris really is the “city of love”. Starring the enchanting Audrey Tautou as Amelie, a shy waitress on a journey to find love in the world who ends up finding it within herself. In a world of romantic cinema, Amelie remains a fantastic little treasure of a film that we love simply because it feels so unrealistic. The film is both beautiful and hilarious, and the underlying message of finding the love within your own heart is worth paying attention to. You will walk away from Amelie feeling lighter and more hopeful about the world than you did when you started.
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27. Juno (2007)
Juno is one of the most iconic films from the 00’s and for good reason. From the impeccable casting of Ellen Page, Michael Cera, and Jason Bateman to the whip smart and quirky screenplay written by Diablo Cody, Juno is a masterpiece. It is also, through and through about love. There is something so raw and charming about the tentatively awkward romance between Juno and Paulie Bleeker that fans have fallen in love with and has cemented them as two of the most iconic characters in recent film history. You cannot watch this movie without falling in love with the story and the flawed and hilarious characters it brings to life.
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26. Clueless (1995)
Inspired by one of Jane Austen’s most famous novels, Emma, comes the 90s masterpiece that is Clueless. Nothing about this film is more charming and worthy of our praise than Alicia Silverstone’s portrayal of the main character, Cher. Alicia Silverstone turns Cher into a fully realized person, full of flaws and one liners and we find ourselves falling in love with her despite of or maybe because of her personality. The perfect 90’s costuming and the wonderful cast of supporting characters help to make Clueless a truly enjoyable cinematic experience from start to finish. Clueless is a great example of teen romance done right that has more than earned the cult status it recieved.
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25. Eternal Sunshine of the Spotless Mind (2004)
More offbeat than most romantic movies of the 2000’s with a screenplay written by the ever imaginative Charlie Kauffman, Eternal Sunshine is a wild ride from start to finish. Starring the irreverent Jim Carrey in a more subdued role than ever before, and Kate Winslet, who is no stranger to the romance genre, Eternal Sunshine is unlike any romantic film of its kind. Director Michael Gondry creates a dreamlike cinematic spectacle that subverts the tropes associated with a linear romantic film at every twist and turn. Watching this film is a reminder that what makes a story truly memorable is how it is told rather than what it is trying to tell us.
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24. Dirty Dancing (1987)
What Dirty Dancing lacks in originality it more than makes up for in iconic cinematic moments. The film that delivers some of the most recognizable lines in film history couldn’t be left off our list. What makes this film so special is that it is unapologetically over the top, romantic, and cliche. From the outrageous and memorable dance sequences to the chemistry between Patrick Swayze and Jennifer Gray, audiences have been talking about this movie since it came out. It is safe to say that whether you loved it or hated it, Dirty Dancing will be forever immortalized in the romance film genre and has had an enormous impact on pop culture as a whole.
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23. Her (2013)
If you thought a relationship between a woman and fish creature was unconventional, try a romance between a man and his artificially intelligent virtual assistant. From the ever creative director Spike Jonze comes this imaginative and heart filled love story that really makes you stop and think. Starring the excellent Joaquin Phoenix and Scarlett Johanson as the artificial being he falls for, Her parallels our current reality in some haunting ways. While at its core, Her is about love, the film also touches on themes of modernity and the future of human beings in a way that is unique and unforgettable.
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22. The Notebook (2004)
Possibly one of the most well known love stories in romantic film history, The Notebook, as cliche and cheesy as it may be, deserves a spot on this list. Ryan Gosling and Rachel Mcadams star as the quintessential white heartthrob couple that we find ourselves rooting for from the minute the film begins. It makes it all the more special that we witness the story unfold through the eyes of Ryan Gosling’s character in his old age. Although it was never a critical success, the cult status this film has achieved is a nod to the romantic in us all and allows us to live out our dreams of a romantic fantasy epic for just a few hours.
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21. Jerry Maguire (1996)
Some of the most iconic lines in movie history are thanks to Jerry Maguire. There is truly something in this movie for everyone. Whether you are a sports fan, a romance fan, a Tom Cruise fan, or simply a movie lover, this film is for you. Both a critical success, a box office hit, and beloved of audiences around the world, there is a lot to love about Jerry Maguire. From the expertly cast performances of Tom Cruise and Cuba Gooding Junior to the swiftly moving plot and dialogue orchestrated by the multi talented director and screenwriter Cameron Crowe, Jerry Maguire puts you in a good mood from the minute it starts and keeps you there far after it ends.
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20. Brokeback Mountain (2005)
Upon its release in 2005, no one could stop talking about this movie. Some were buzzing about the superb performances from Heath Ledger, Jake Gyllenhaal, Michelle Williams and Anne Hathaway. For others, it was the slow burn pacing of the film under the watchful direction of Ang Li. For many, it was the thoughtful and quietly powerful depiction of queer romance that made this film so special. A hit with both audiences and critics alike, Brokeback Mountain is one of those rare films you wish you could watch again for the first time. The cinematic experience Brokeback Mountain creates can never be replicated and deserves a spot on this list.
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19. In the Mood for Love (2000)
Wong Kar Wai is the master of creating a fully embodied cinematic experience. In the Mood for Love is more than just a romantic story; it is, for lack of a better word, a mood. Featuring performances that are both restrained yet bursting with emotion from Maggie Cheung and Tony Leung, In the Mood for Love remains passionate yet heartbreaking at the same time.
The plot of the film is not important, it is more important to just sit back, bask in the melancholic score and the vividly colorful imagery onscreen and get yourself “in the mood for love”. In the Mood for Love has been cited as an inspiration for many directors and actors working today because it utilizes every facet of the cinematic medium to tug at our heart strings and make us feel that magic.
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18. Punch Drunk Love (2002)
While 2002’s Punch Drunk Love wasn’t the most financially successful, it has gone on to become a hit nonetheless. This was one of the few films from the pre Uncut Gems era which proved that Adam Sandler was a really good actor. In Punch Drunk Love, acclaimed director Paul Thomas Anderson takes on romantic comedy in the way that only Paul Thomas Anderson could. Full of rich colors, sparse decorations and well paced wit, Punch Drunk Love is a refreshingly original take on genre that is often bogged down with formula and cliche. You’ll find yourself rooting for Adam Sandler’s loner Barry and not wanting this oddly loveable film to end anytime soon.
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17. Pretty Woman (1990)
Starring Julia Roberts in possibly her most iconic role and the always charming Richard Gere, Pretty Woman is one of the most beloved films in the romantic film genre for good reason. The 1990 film tells a different type of love story, one between a prostitute and the wealthy businessman who hires her to be his escort. Watching Julia Roberts and Richard Gere’s chemistry unfold as the plot thickens is so much fun to watch that even the critics who panned the film couldn’t deny it. The daring deviation of the plot from its more traditional counterparts made it both refreshing and unique at the time of its release.
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16. Carol (2015)
2015’s Carol was a long time in the making but boy, was it worth the wait. Carol is a stunning example of a book adaption done well. The chemistry between Cate Blanchett and Rooney Mara is subtle and tantalizing and the plot remains completely original. The film is a breath of fresh air in the genre of queer romance where many stories come to a tragic end. Terrific acting and a well told story come together to form the beautiful film experience that is Carol. Few queer films are as uplifting and inspiring as this one and for that reason it deserves a high spot on this list.
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15. His Girl Friday (1940)
Very few 1940’s screwball comedies have held up as well as His Girl Friday. While there are some antiquated themes that the film tries to get across, it nonetheless remains one of the most refreshing examples of romantic comedy that cinema has to offer. The dialogue of this film is what sucks the audience in and keeps them enchanted the entire run time.
It is through this fast paced dialogue and perfectly timed humor that the romance between the two main characters unfolds and we get a glimpse into the life of two reporters during the height of journalism. Howard Hawks is a cinematic force to be reckoned with and His Girl Friday’s blend of romance, comedy and thriller has truly stood the test of time.
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14. Monsoon Wedding (2001)
Monsoon Wedding has everything a good romance film needs. A perfect ensemble cast of larger than life characters, a luxurious Indian wedding, song, dance, and plenty of laughs. It’s a shame that Monsoon Wedding is not as well known as some of the other films on this list because it is nothing short of a masterpiece. The film focuses on telling the story of a couple that is about to begin an arranged marriage. Full of twists and turns and bursting with wit and life, Monsoon Wedding is non stop entertainment from start to finish. A romantic comedy that is refreshingly different from the rest of the genre, this film has earned a spot on our list.
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13. Moonstruck (1987)
Moonstruck is one of those films which reminds us not to take life or love too seriously. This message is one we can never hear too often. Watching Cher and Nicholas Cage cavort on screen will never get old and will never fail to warm our hearts. A hit with both audiences and critics around the world, Moonstruck is more than just a fantastic romantic comedy it is simply a great movie. Featuring a strong cast and a hilarious screenplay written by John Patrick Shanley, this movie is well deserving of all the praise it received and so much more.
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12. Before Sunrise (1995)
The first film in the infamous Linklater trilogy, Before Sunrise is an absolutely captivating movie from one of the most unique directors working today. Before Sunrise is sparse and minimalist in its plot which is far less important than the weaving of a beautiful story about two strangers getting to know one another.
The movie unfolds in such an organic way that it almost feels like the audience is getting a window into the lives of two real people having a real conversation for a few hours. Time passes differently during Before Sunrise and when the credits roll, we are left wondering where the time went and when, if ever, we will encounter a film experience as intimate and honest as this one.
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11. Love and Basketball (2000)
Love and Basketball is one of the best movies to come out of the early 2000s. Written and directed by Gina Prince Bythewood, this film was beloved by audiences upon its initial release and has remained remarkably intact and even ahead of its time in its portrayal of modern black love. What makes this film so special is that the main characters command such a strong and fully realized presence on screen and yet we can’t help but root for them to be together. Fun for both sports fans and fans of a good romance, Love and Basketball is smart, inspiring, and everything a great romantic movie should be.
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10. Crazy Rich Asians (2018)
Upon its release, Crazy Rich Asians made quite the well deserved splash. The film is a lush, larger than life peek into the lives of elite class in Singapore, told through the eyes of an Asian American woman, played by Constance Wu. Not only is this a fantastic love story about two people from very different worlds, but it is fun, colorful, and stylized from start to finish. Featuring an incredibly talented all Asian cast, Crazy Rich Asians went on to become the top grossing romantic comedy of the decade. Audiences around the world delighted in seeing a film which gave Asian romance the spotlight it so deserves.
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9. It Happened One Night (1934)
Although it is the oldest film on this list, It Happened One Night is as culturally significant and powerful a work of cinema as it was upon its initial release in 1934. It is one of only three films in history to win all five major Academy Awards and for good reason. The film is a stellar example of how far you can go with the perfect blend of swoon worthy romance and smart comedy.
The plot of It Happened One Night is far less important than the way the characters talk, the way they act and the way we react to it. Originally very scandalous at the time of release, It Happened One Night managed to do what most movies could only dream of doing: push the envelope on what was expected of a film while remaining relatable and entertaining.
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8. 10 Things I Hate About You (1999)
If you mix equal parts 90’s angst, biting sarcasm, and perfect situational comedy, you find yourself with the masterpiece that is 10 Things I Hate About You. This is one of those rare films that you can watch 100 times and still laugh at the funny moments and tear up at the perfectly orchestrated romance between Julia Stiles and Heath Ledger. With a perfectly cast ensemble of supporting characters that includes Joseph Gordon Levitt, Gabrielle Union, and Allison Janney, 10 Things I Hate About You has aged like fine wine and will give you all the 90s and Heath Ledger nostalgia you could ever need.
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7. Roman Holiday (1953)
Roman Holiday isn’t just some “meet cute” it is, perhaps, THE “meet cute”. Everything about this film just screams perfect romantic comedy. From the setting of 1950’s Rome, to the characters of a princess and a reporter brought to life by Audrey Hepburn and Gregory Peck, to the immaculate costume design and expertly crafted script, no stone was left unturned in creating the masterful film experience that is Roman Holiday. Regardless of whether you are a romantic comedy buff or not, Roman Holiday is an iconic work of cinema that deserves your attention. The romantic comedy genre wouldn’t be what it was if not for the existence of this film.
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6. The Princess Bride (1987)
The Princess Bride was not financially successful upon its release in 1987, but it has gone on to become a cult film and we are all better because of it . Director Rob Reiner takes us on an entertaining fairytale adventure filled with romance and laughter. The Princess Bride is offbeat and campy and it knows it and that is why we love it so much. The colorful cast of characters this film assembles and the story within a story structure it takes on makes it stand apart from the other romantic comedies of the 80s. Full of heart and very, very, quotable, there is no other spot for The Princess Bride than near the top of our list.
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5. When Harry Met Sally (1989)
The movie that gave the world the famous “I’ll have what she’s having” line deserves one of the top spots on the list of the best romantic movies of all time. Directed by season romantic comedy director Rob Reiner and featuring a screenplay by Nora Ephron, When Harry Met Sally was destined to be a hit. Not only is it an incredibly funny movie that keeps you entertained from start to finish, but the characters and the story are so full of life and charisma that one can’t help but fall in love by the time the film is over. Many movies would try and fail to replicate the success of this classic but there can only be one When Harry Met Sally.
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4. Call Me By Your Name (2017)
Call Me By Your Name is one of those rare movies that paints a world so vivid and imaginative that we wish we could live inside it forever with these characters. The blossoming romance between Elio (Timothee Chalamet) and Oliver (Armie Hammer) is so poignant and heartfelt that you’ll want to watch it again right after you finish in case you missed a tiny moment of intimacy, this film really is that good. Everything about Call Me By Your Name is beautiful: the story, the Italian countryside, the costumes, the actors, even the flies work to create a idyllic atmosphere and enjoyable film experience. Romance is in the air in Northern Italy, and we are all here for it.
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3. Portrait of a Lady on Fire (2019)
Portrait of a Lady on Fire is like watching a painting come to life, it is that beautiful of a film. This 2019 French romance is set in 1770 and tells the story of a burgeoning romance between two women; one a painter and the other her unknowing subject. The film is a slow burn in the best way with just the right amount of subtlety to keep us entertained and rooting for things to work out between the main characters against all the odds. With Portrait of a Lady on Fire, Celine Sciamma expertly creates a romantic film experience that feels both intimate yet transcendent at the same time.
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2. Titanic (1997)
Yes, a list of the best romantic films of all time would not be complete without Titanic. Nothing has ever made our hearts break yet as full of hope as the romance epic that is the story of Jack and Rose. The story Titanic tells is so simple which is exactly what makes the film perfect. A critical, commercial and pop cultural phenomenon, this film just like the romance it depicts, defied all the odds. The love between Jack and Rose, played by the sublime Leonard DiCaprio and Kate Winslet, is so powerful that the whole world has been under its spell ever since.
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1. Casablanca (1942)
It’s 1942 in Morocco with none other than Humphrey Bogart and Ingrid Bergman. It’s a story of steamy romance during a time when romance was the last thing on anyone’s minds; which is exactly why it’s the best romance movie of all time. Years later, few films come close to having the impact on cinema that Casablanca has had. From powerhouse performances to well written dialogue to the lush setting, this film is on another level of cinematic excellence. Casablanca’s reputation has only improved since its initial release, proving to us all that sometimes truly great art takes time before it becomes realized as a masterpiece.
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