10 Best Romantic Comedies to Watch This Valentine’s Day (and Every Other Day)

Because some love stories are best told with popcorn, laughter, and a little secondhand embarrassment.

Romantic comedies are the ultimate comfort watch—equal parts heart, humor, and happy endings (even when you can see them coming a mile away). Whether you’re planning a Valentine’s movie marathon, a Galentine’s sleepover, or a solo self-love night in, these ten rom-coms deliver every time. From timeless classics to modern favorites, here are the best romantic comedies to fall for this Valentine’s Day—and every other day, too.

1. The Proposal (2009)

Enemies-to-lovers? Check. A fake engagement that turns real? Double check. Sandra Bullock and Ryan Reynolds bring peak chemistry in this laugh-out-loud rom-com that proves sometimes love just needs a little paperwork.

Stream it on Hulu and Disney+ or rent it from Prime Video or Apple TV

2. 10 Things I Hate About You (1999)

A Shakespeare-inspired teen classic that gave us angsty love, rooftop serenades, and Heath Ledger’s unforgettable smile. It’s witty, rebellious, and still one of the most quotable rom-coms ever made.

Stream it on Netflix, Hulu, and Disney+ or rent it from Prime Video or Apple TV

3. Love & Basketball (2000)

More than a love story—it’s about growth, ambition, and choosing each other again and again. A must-watch for anyone who likes their romance with a little heartache and a lot of passion.

Rent it from Prime Video or Apple TV

4. How Stella Got Her Groove Back (1998)

When Angela Bassett goes to Jamaica, the vibes follow. This story of rediscovering yourself and your joy is empowering, sexy, and timeless—proof that it’s never too late to get your groove back.

Stream it on Hulu and Starz or rent it from Prime Video or Apple TV

5. Crazy, Stupid, Love. (2011)

Ryan Gosling in a suit. Emma Stone’s laugh. Steve Carell trying his best. This movie nails every stage of love—from heartbreak to hilariously unexpected new beginnings.

Rent it from Prime Video or Apple TV

6. Crazy Rich Asians (2018)

A visual feast with fashion, family drama, and fairytale-level romance. This modern classic redefined rom-com glamour and gave us one of the most stunning wedding scenes in movie history.

Stream it on Netflix or rent it from Prime Video or Apple TV

7. How to Lose a Guy in 10 Days (2003)

Kate Hudson’s charm + Matthew McConaughey’s chaos = rom-com perfection. It’s flirty, funny, and full of iconic moments that never get old (Frost Yourself, anyone?).

Rent it from Prime Video or Apple TV

8. Pretty Woman (1990)

The blueprint for modern fairy tales. Julia Roberts and Richard Gere made movie magic in this rags-to-riches love story that’s as empowering as it is romantic.

Stream it on Hulu and Disney+ or rent it from Prime Video or Apple TV

9. Anyone But You (2023)

Proof that rom-coms are officially back. Sydney Sweeney and Glen Powell bring sizzling chemistry and petty perfection to this modern enemies-to-lovers hit.

Stream it on Hulu and Disney+ or rent it from Prime Video or Apple TV

10. Never Been Kissed (1999)

Drew Barrymore’s charm shines in this nostalgic favorite about second chances and self-discovery. It’s sweet, hopeful, and impossible not to root for—especially when that final kiss hits.

Stream it on Disney+ or rent it from Prime Video or Apple TV

Bonus: My Big Fat Greek Wedding (2002)

Loud families, cultural clashes, and one unforgettable love story. This feel-good favorite reminds us that love doesn’t always look perfect—but it’s always worth the chaos. A timeless rom-com for anyone who believes in big laughs and even bigger weddings.

Stream it on Hulu and HBO Max or rent it from Prime Video or Apple TV

Whether you’re spending Valentine’s Day with your favorite person, your best girls, or a big bowl of popcorn, these rom-coms are proof that love stories never go out of style. Funny, messy, sweet, or steamy—there’s a little something here for every kind of heart.

So grab your comfiest blanket, dim the lights, and press play. After all, a good romantic comedy isn’t just a movie—it’s a whole mood.