7 Romantic Movies From The 90s To Watch On Valentines Day!

Valentine’s Day is here and there’s no better way to celebrate love and romance than by immersing yourself in a collection of timeless films!

Love is in the air, and what better way to celebrate the occasion than by indulging in some heartwarming and timeless romantic movies? Whether you’re snuggled up with your significant other, enjoying a cozy night in by yourself, or hanging out with your besties, these seven iconic films are guaranteed to stir up all the warm and fuzzy feelings associated with the most romantic day of the year. 

Love and Basketball

Love and Basketball takes us on an emotional journey through the intertwined lives of two childhood friends, Monica and Quincy, as they navigate their love for basketball and each other. Directed by Gina Prince-Bythewood, the film beautifully captures the complexities of romance and the enduring bond between the main characters. Sanaa Lathan and Omar Epps deliver compelling performances that bring to life a love story rooted in friendship, passion, and personal growth. Monica and Quincy continue to navigate their personal and professional lives, so their relationship evolves with the changing “seasons”. The idea credited to Gina-PrinceBythewood makes for a deeply moving and relatable love story with the portrayal of love, friendship, and the pursuit of dreams. The film is both heartwarming and inspiring which makes it a must-watch for Valentine’s Day, as it celebrates the power of love and the enduring nature of true connections.

Where to watch: Parmaount+ & Showtime

The Wedding Singer

Directed by Frank Coraci, The Wedding Singer is a delightful romantic comedy set in the 1980s, starring Adam Sandler and Drew Barrymore. Filled with nostalgic charm and a memorable soundtrack, the film captures the essence of love, laughter, and second chances. This story transports viewers to a world of genuine charm and heartwarming love, it’s also a nostalgic take on the resilience of love in the face of life’s ever growing challenges. Sandler’s endearing portrayal of Robbie, a wedding singer with a heart so big you can’t help but love him, and Barrymore’s portrayal of Julia, a kind-hearted waitress in the iconic era of 80s inspired romance bring a genuine warmth to the screen. The film’s humor and heartfelt moments make for unforgettable romantic scenes which will make this film a feel-good choice for Valentine’s Day.
Where to watch: TBS & TNT or you can rent it on Amazon Prime Video or Apple TV+

10 Things I Hate About You

Shakespearean romance meets high school comedy in 10 Things I Hate About You, directed by Gil Junger. This modern adaptation of The Taming of the Shrew revolves around the relationship between Kat and Patrick, played by Julia Stiles and Heath Ledger. With its witty dialogue and memorable characters this film has no problem creating cinematic and heartfelt moments. Gunjer beautifully captures the essence of young love and the complexities of navigating relationships during the formative years of adolescence. 10 Things I Hate About You is a modern romantic comedy that captures the essence of youthful romance and the power of unexpected connections. This movie is a delightful addition to any Valentine’s Day movie lineup, you’re sure to be entertained every time.

Where to Watch: Hulu & Disney+

Save the Last Dance

Directed by Thomas Carter, Save the Last Dance is a captivating blend of romance and dance, starring Julia Stiles and Sean Patrick. This film explores the power of love and the transformative nature of dance. Featuring a diverse cast it delves into themes of love, resilience, and the pursuit of one’s dreams. Against the backdrop of dance and music, the movie offers a sensible portrayal as their shared passion for dance becomes the foundation for a powerful and moving love story that transcends racial and cultural barriers. With its dynamic dance sequences and comedic one liners it boast a new narrative, Save the Last Dance is a compelling choice that we couldn’t not place on this list.

Where to Watch: Paramount+ & Showtime

You’ve Got Mail

Directed by Nora Ephron, You’ve Got Mail is a classic romantic comedy that captures the magic of online romance and the serendipity of unexpected love. Starring Tom Hanks and Meg Ryan, the film weaves a captivating tale of connection, and the importance of communication. The film also expresses that the power of love is meant to break barriers. It’s an exploration of modern romance and synchronized with heartfelt performances. Nora Ephron writes the story with witty dialogue and the actors are able to bring perfect comedic timing. You’ve Got Mail is a delightful and heartwarming choice for Valentine’s Day.

Where to watch: TBS & TNT or you can rent it on Amazon Prime Video and Apple TV+

Notting Hill

Directed by Roger Michell, Notting Hill is a charming romantic comedy that takes viewers on a journey through the unlikely romance between a humble bookstore owner, played by Hugh Grant, and a famous Hollywood actress, played by Julia Roberts. The film captures the allure of unexpected love and the magic of finding connection in the most unlikely of places. With its witty humor the film creates authentic performances and an enchanting love story. There’s a unique chemistry between the lead actors and the film’s endearing portrayal of love’s unpredictability make it a must-watch for Valentine’s Day.

Where to watch: Amazon Prime Video

Sleepless in Seattle

Sleepless in Seattle, directed by Nora Ephron, reunites Tom Hanks and Meg Ryan in a timeless and heartwarming story of love, fate, and second chances. This film is sure to deliver a heartwarming feeling every time you experience it. It follows the serendipitous connection between Sam and Annie, two strangers brought together by destiny and a little bit of radio magic. The film’s nostalgic charm, endearing characters, and heartfelt themes give it a romantic perspective in New York City. Nora Ephron completes a captivating tale of love that transcends time and distance, making it an ideal choice for a Valentine’s Day viewing.
Where to watch: Tubi & Peacock

These movies offer a diverse range of romantic narratives, from high school love and unexpected encounters to virtual connections and enduring passion. Each film captures the essence of love in its own unique way, resonating with audiences through its heartfelt storytelling, memorable characters, and timeless themes of romance, destiny, and the enduring power of love. These seven romantic movies offer that cinematic experience.

About the Author

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Christopher Rivera

Christopher Rivera is a passionate filmmaker dedicated to mastering the art of storytelling. He is striving to become a world-class storyteller, writer and filmmaker.