10 Classic Valentines Movies You Need to Watch 

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Valentine’s Day is the perfect time to cuddle up with your loved one and watch a romantic movie. From classic comedies to tear-jerking dramas, here are ten must-watch Valentine’s movies that will have you laughing, crying, and everything in between.


John and Rose’s epic romance on the RMS Titanic is one of the greatest love stories ever to unfold. This tragic tale follows two star-crossed lovers who meet aboard the ‘unsinkable’ vessel, only to be torn apart when disaster strikes. Their story, portrayed brilliantly by Leonardo DiCaprio and Kate Winslet in their iconic roles, brings viewers on a roller coaster of emotions from love, hope, and despair throughout its vigorous journey. Truly captivating, this romantic drama’s gripping plot and heartfelt visual presentation of John and Rose’s undying love will remain timeless for years to come.

Pretty Woman 

Pretty Woman is one of the most beloved movies of all time, with a compelling storyline that has captivated audiences for decades. At its core, it’s a classic tale of love and transformation, as wealthy businessman Edward and streetwise prostitute Vivian come to terms with their respective social statuses. Despite the odds stacked against them, the two protagonists ultimately find common ground and form a complex bond that transcends class divisions. In addition to its romantic aspirations, Pretty Woman also presents plenty of lighthearted comedy moments that will have viewers laughing and singing along to “Ohh-ooh close to perfection”! Julia Roberts’s performance in the film brought the story to life and cemented her place as an icon in Hollywood history.


Casablanca is a film that has stood the test of time, winning Academy Awards for Best Picture and Best Director. Starring Hollywood icon Humphrey Bogart and the beautiful Ingrid Bergman, it follows Rick Blaine’s journey as he navigates a love triangle between himself and Ilsa Lund in the backdrop of World War II. Despite intense adversity, ultimately, Blaine puts his desires aside to do what is right and help his one true love. As a result, they remain forever bonded in that timeless moment of courage. Casablanca poignantly displays the power of love and its many complexities, teaching us lessons that remain relevant even today.

10 Things I Hate About You 

Loosely based on William Shakespeare’s play, The Taming of the Shrew, 10 Things I Hate About You tells the story of Kat (Julia Stiles) as she falls in love with her schoolmate Patrick (Heath Ledger). This lighthearted and fun romantic comedy also stars Joseph Gordon-Levitt and includes some great classic songs like “Can’t Take My Eyes Off Of You.” An enjoyable movie perfect for curling up under the blankets and watching during Valentine’s Day!

The Notebook 

The Notebook is an iconic movie—one of the classic movies to watch while snuggling up with a loved one! Released in 2004, it stars Gena Rowlands and James Garner as an elderly couple who tell their story of lasting love to a younger couple. It’s a beautiful film about young love, which will swell your heart and the effects that true love has on those around you.

This Nichols Sparks adaptation follows Noah Calhoun and Allie Hamilton as they fall in love for the first time as young adults. But life gets in the way, causing them to be apart until fate brings them back together many years later. The Notebook will fill you with nostalgia for simpler times while giving you a glimpse into the lengths two people will go to keep their love alive through it all. It’s like watching a fairytale come true!

When Harry Met Sally

When Harry Met Sally is a classic 1989 romantic comedy directed by Rob Reiner. It stars Billy Crystal and Meg Ryan as the titular characters. They meet while driving to New York City from Chicago and, despite initial reservations, embark on a journey of love and learning. The story explores long-term relationships’ effects on individuals, utilizing humor and an eclectic soundtrack of songs from the ’60s and ’70s to emphasize its vibrant atmosphere. Along the way, they are confronted with hilarious arguments and tribulations challenging their intimate relationship. While it was well-received when it was first released, over time, it has become one of the most iconic productions in modern American cinema history.

500 Days of Summer

“500 Days of Summer” is a romantic comedy-drama released in 2009 and directed by Marc Webb. It stars Joseph Gordon-Levitt and Zooey Deschanel as the leads, Tom and Summer, two people who meet and develop an unexpected connection. While Summer does not believe in love at first sight, their chemistry is undeniable despite their opposing views on relationships. The story follows the 500 days of their relationship as they deal with the highs and lows of life together. Their unique romance explored the unpredictable journey of love and established itself as a classic contemporary film with its honest portrayal of human emotions.

My Best Friend’s Wedding

My Best Friend’s Wedding is a classic romantic comedy that follows the story of Julianne Porter (Julia Roberts). Throughout the movie, Julianne must come to terms with her friend Michael O’Neal’s (Dermot Mulroney) engagement with Kimberly Wallace (Cameron Diaz) while attempting to sabotage their relationship to win him back. Though this goal puts her in awkward situations and creates memorable comedic moments, she ultimately realizes that true friendship matters more than romantic feelings. This 1989 romantic comedy effectively sheds light on the complexities of relationships. Its iconic cast injects life into these characters, making them endearing as they all learn something about themselves and each other along the way.

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Love Actually

Love Actually is a 2003 British romantic comedy directed by Richard Curtis. The movie follows an ensemble cast, exploring different aspects of love as shown through various couples and families in London during the Christmas season. Love Actually brilliantly interweaves nine narrative arcs that explore different definitions of love, from loving an unattainable best friend to married couples making it through rough patches. This heartwarming tale acknowledges that not all relationships have happily-ever-after endings and that unexpected people can come into our lives anytime. It is full of laugh-out-loud moments and gut-wrenching scenes, but its underlying message is that love conquers all.

10 Things I Hate About You

“10 Things I Hate About You” is a 1999 romantic comedy starring Heath Ledger and Julia Stiles, perfect to add to your Valentines movies list. It follows classic high school themes of love and rivalries, following protagonist Kat Stratford who is fed up with her younger sister’s simple lifestyle and promiscuity and forbids her from dating as a way to uphold Values. When he recently graduated, Cameron falls for Bianca; he can only pursue her if he finds someone for Kat. Enter Patrick Verona, a mysterious bad boy who paid off to date Kat in what ensues is a disastrously amusing plot full of witty one-liners that often cross the boundaries of social norms. Both comical and endearing, this movie does a fantastic job of capturing the highs and lows that come with first love during those memorable teen years.

Valentine’s Day (2010)

“Valentine’s Day” (2010) is an American romantic comedy film directed by Garry Marshall that features an all-star cast. The movie follows the interconnected stories of various Los Angeles residents as they find their way through the day. Each plotline focuses on the search for love, a celebration of love, or the struggle to keep it alive. Through a light-hearted yet emotionally-charged narrative, the characters are connected in some way, creating a realistic sense of community within L.A. Despite its potential to be predictable, the film uses sincere emotions and wry humor to bring out genuine laughs from its audience. Featuring unique perspectives and heartfelt performances, “Valentine’s Day” celebrates love in all forms and makes for a great watch during holidays or any time.

Final Thoughts

These Valentines movies prove that there’s something for everyone regarding romance. Whether you’re looking for adventure, comedy, or a heartfelt story about relationships, these valentines movies are sure to bring on the feels! So grab some popcorn and settle in for a night of valentine’s day movie-watching! If you are looking for Valentine gifts to wife, look at our post right after this one!

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