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Best Valentine’s Day Movies of All Time

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Jennifer Garner and Ashton Kutcher in 'Valentine's Day.'

(L to R) Jennifer Garner and Ashton Kutcher in ‘Valentine’s Day.’ Photo: Warner Bros. Pictures.

Happy Valentine’s Day!

And there is no better way to celebrate Valentine’s Day than sitting down with your sweetheart and watching a romantic movie.

But with so many choices available, from classics like ‘Pretty Woman’ and ‘The Notebook,’ to recent films like ‘Shotgun Wedding’ and ‘Anyone But You,’ Moviefone is here to help you pick the perfect romantic movie.

So, we’re counting down the 30 most romantic movies of all-time to help you decide what to watch on Valentine’s Day!

Let’s Begin!


Drew Barrymore and Adam Sandler in '50 First Dates.'

(L to R) Drew Barrymore and Adam Sandler in ’50 First Dates.’ Photo: Sony Pictures Releasing.

Henry (Adam Sandler) is a player skilled at seducing women But when this veterinarian meets Lucy (Drew Barrymore) a girl with a quirky problem when it comes to total recall he realizes its possible to fall in love all over again and again and again. Thats because the delightful Lucy has no short-term memory so Henry must woo her day after day until he finally sweeps her off her feet.

“Imagine having to win over the girl of your dreams… every friggin’ day.”

69

PG-131 hr 39 minFeb 13th, 2004

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A young Greek woman (Nia Vardalos) falls in love with a non-Greek (John Corbett) and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.

My Big Fat Greek Wedding

Reunited after 15 years famous chef Sasha (Ali Wong) and hometown musician Marcus (Randall Park) feel the old sparks of attraction but struggle to adapt to each others worlds.

Always Be My Maybe

Heiress Joanna Stayton (Goldie Hawn) hires carpenter Dean Proffitt (Kurt Russell) to build a closet on her yacht—and refuses to pay him for the project when it’s done. But after Joanna accidentally falls overboard and loses her memory, Dean sees an opportunity to get even.

Overboard

Everyone deserves a great love story, but for 17-year-old Simon Spier (Nick Robinson), it’s a little more complicated. He hasn’t told his family or friends that he’s gay, and he doesn’t know the identity of the anonymous classmate that he’s fallen for online. Resolving both issues proves hilarious, terrifying and life-changing.


Patrick Swayze and Jennifer Grey in 'Dirty Dancing.'

(L to R) Patrick Swayze and Jennifer Grey in ‘Dirty Dancing.’ Photo: Vestron Pictures.

Expecting the usual tedium that accompanies a summer in the Catskills with her family, 17-year-old Frances ‘Baby’ Houseman (Jennifer Grey) is surprised to find herself stepping into the shoes of a professional hoofer—and unexpectedly falling in love.

“First dance. First love. The time of your life.”

73

PG-131 hr 40 minAug 17th, 1987

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When Sam Baldwins (Tom Hanks) wife dies he is left to bring up his eight-year-old son Jonah (Ross Malinger) alone and decides to move to Seattle to make a new start. On Christmas Eve Jonah rings a radio phone-in with his Christmas wish to find a new wife for his dad. Meanwhile in Baltimore journalist Annie Reed (Meg Ryan), who is having doubts about her own relationship is listening in.

Sleepless in Seattle

“What if someone you never met someone you never saw someone you never knew was the only someone for you”

67

PG1 hr 45 minJun 24th, 1993

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William Thacker (Hugh Grant) is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott (Julia Roberts) appears in his shop A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together they struggle to reconcile their radically different lifestyles in the name of love.

Notting Hill

“Can the most famous film star in the world fall for the man on the street?”

73

PG-132 hr 4 minMay 13th, 1999

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In the edgy comedy Anyone But You, Bea (Sydney Sweeney) and Ben (Glen Powell) look like the perfect couple, but after an amazing first date something happens that turns their fiery hot attraction ice cold – until they find themselves unexpectedly thrust together at a destination wedding in Australia. So they do what any two mature adults would do: pretend to be a couple.

Buy Tickets: ‘Anyone But You’ Movie Showtimes

“They only look like the perfect couple.”

70

R1 hr 44 minDec 22nd, 2023

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In the edgy comedy Anyone But You, Bea (Sydney Sweeney) and Ben (Glen Powell) look like the perfect couple, but after an amazing first date something happens that… Read the Plot


More than a dozen Angelenos navigate Valentine’s Day from early morning until midnight. Three couples awake together but each relationship will sputter. A grade-school boy wants flowers for his first true love. Two high school seniors plan first-time sex at noon. A TV sports reporter gets the assignment to find romance in LA. A star quarterback contemplates his future. Two strangers meet on a plane. Grandparents together for years face a crisis. And an “I Hate Valentines Day” dinner beckons the lonely and the lied to.

“A Love Story More or Less”

59

PG132 hr 5 minFeb 11th, 2010


Ben Platt, Allison Janney, and Kristen Bell star in Prime Video's 'The People We Hate at the Wedding.'

(L to R) Ben Platt, Allison Janney, and Kristen Bell star in Prime Video’s ‘The People We Hate at the Wedding.’

A dysfunctional family that can’t seem to get along and get it together reluctantly reunites for a family wedding. As their many skeletons are wrenched from the closet, it turns out to be just what this singular family needs to reconnect. Starring Kristen Bell, Ben Platt, Cynthia Addai-Robinson, and Allison Janney.

“Save the hate”

63

R1 hr 39 minNov 18th, 2022

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A divorced couple (George Clooney and Julia Roberts) teams up and travels to Bali to stop their daughter (Kaitlyn Dever) from making the same mistake they think they made 25 years ago.

“They’re in this together for better or worse.”

66

PG-131 hr 44 minOct 21st, 2022

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In 1980s Italy, a relationship begins between seventeen-year-old teenage Elio (Timothee Chalamet) and the older adult man (Armie Hammer) hired as his father’s (Michael Stuhlbarg) research assistant.


17. ‘Her’ (2014)

In the not so distant future, Theodore (Joaquin Phoenix), a lonely writer, purchases a newly developed operating system designed to meet the user’s every need. To Theodore’s surprise, a romantic relationship develops between him and his operating system (Scarlett Johansson). This unconventional love story blends science fiction and romance in a sweet tale that explores the nature of love and the ways that technology isolates and connects us all.


In Shotgun Wedding, Darcy (Jennifer Lopez) and Tom (Josh Duhamel) gather their lovable but very opinionated families for the ultimate destination wedding, just as the couple begin to get cold feet. And if that wasn’t enough of a threat to the celebration, suddenly everyone’s lives are in danger when the entire party is taken hostage. “’Til Death Do Us Part” takes on a whole new meaning in this hilarious, adrenaline-fueled adventure as Darcy and Tom must save their loved ones—if they don’t kill each other first.


Micheal Ward and Olivia Colman in director Sam Mendes' 'Empire of Light.'

(L to R) Micheal Ward and Olivia Colman in director Sam Mendes’ ‘Empire of Light.’

The duty manager (Olivia Colman) of a seaside cinema, who is struggling with her mental health, forms a relationship with a new employee (Michael Ward) on the south coast of England in the 1980s.


When carefree Nyles (Andy Samberg) and reluctant maid of honor Sarah (Cristin Milioti) have a chance encounter at a Palm Springs wedding, things get complicated when they find themselves unable to escape the venue, themselves, or each other.

Palm Springs

“Live like theres no tomorrow”

73

R1 hr 30 minJan 26th, 2020

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Two youngsters (Rachel Zegler and Ansel Elgort) from rival New York City gangs fall in love, but tensions between their respective friends build toward tragedy.


The origin story of former Special Forces operative turned mercenary Wade Wilson (Ryan Reynolds), who, after being subjected to a rogue experiment that leaves him with accelerated healing powers, adopts the alter ego Deadpool. Armed with his new abilities and a dark, twisted sense of humor, Deadpool hunts down the man who nearly destroyed his life.


Mike (Tatum), an experienced stripper, takes a younger performer called The Kid (Alex Pettyfer) under his wing and schools him in the arts of partying, picking up women, and making easy money. Directed by Steven Soderbergh, the film also stars Joe Manganiello, Matt Bomer, Riley Keough, Olivia Munn, and Matthew McConaughey.


Ryan Gosling in movie 'Crazy, Stupid, Love.'

Warner Bros. Pictures

Cal Weaver (Steve Carell) is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily (Julianne Moore). Cal’s seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer (Ryan Gosling), a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

Crazy Stupid Love

The night after another unsatisfactory New Year’s party, Tim’s father (Bill Nighy) tells his son ( Domhnall Gleeson) that the men in his family have always had the ability to travel through time. They can’t change history, but they can change what happens and has happened in their own lives. Thus begins the start of a lesson in learning to appreciate life itself as it is, as it comes, and most importantly, the people living alongside us.

“What if every moment in life came with a second chance?”

79

R2 hr 3 minOct 1st, 2013

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Two modern-day cowboys (Heath Ledger and Jake Gyllenhaal) meet on a shepherding job in the summer of ’63, the two share a raw and powerful summer together that turns into a lifelong relationship.


Harvard Law student Oliver Barrett IV (Ryan O’Neal) and music student Jennifer Cavilleri (Ali MacGraw) share a chemistry they cannot deny – and a love they cannot ignore. Despite their opposite backgrounds, the young couple put their hearts on the line for each other. When they marry, Oliver’s wealthy father (Ray Milland) threatens to disown him. Jenny tries to reconcile the Barrett men, but to no avail.

Love Story

“Love means never having to say you’re sorry.”

68

PG1 hr 39 minDec 16th, 1970


During their travel from Chicago to New York, Harry (Billy Crystal) and Sally (Meg Ryan) debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they’re still no closer to finding the answer.

When Harry Met Sally...

“Can two friends sleep together and still love each other in the morning?”

74

R1 hr 36 minJul 21st, 1989

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Robin Wright in movie 'The Princess Bride'

The Princess Bride Ltd.

In this enchantingly cracked fairy tale, the beautiful Princess Buttercup (Robin Wright) and the dashing Westley (Cary Elwes) must overcome staggering odds to find happiness amid six-fingered swordsmen (Christopher Guest), murderous princes (Chris Sarandon), Sicilians and rodents of unusual size. But even death can’t stop these true lovebirds from triumphing.


101-year-old Rose DeWitt Bukater (Gloria Stuart) tells the story of her life aboard the Titanic, 84 years later. A young Rose (Kate Winslet) boards the ship with her mother and fiancé. Meanwhile, Jack Dawson (Leonardo DiCaprio) and Fabrizio De Rossi (Danny Nucci) win third-class tickets aboard the ship. Rose tells the whole story from Titanic’s departure through to its death—on its first and last voyage—on April 15, 1912.


Seasoned musician Jackson Maine (Bradley Cooper) discovers — and falls in love with — struggling artist Ally (Lady Gaga). She has just about given up on her dream to make it big as a singer — until Jack coaxes her into the spotlight. But even as Ally’s career takes off, the personal side of their relationship is breaking down, as Jack fights an ongoing battle with his own internal demons.

A Star Is Born

When a millionaire wheeler-dealer (Richard Gere) enters a business contract with a Hollywood hooker Vivian Ward (Julia Roberts), he loses his heart in the bargain.

Pretty Woman

“She walked off the street, into his life and stole his heart.”

75

R1 hr 59 minMar 23rd, 1990

Showtimes & Tickets


New Line Cinema

New Line Cinema

An epic love story centered around an older man (James Garner) who reads aloud to a woman with Alzheimer’s (Gena Rowlands). From a faded notebook, the old man’s words bring to life the story about a couple (Ryan Gosling and Rachel McAdams) who is separated by World War II, and is then passionately reunited, seven years later, after they have taken different paths.

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