The Best Romantic Comedies to Watch on Valentine's Day

Valentine's Day is the perfect time to cozy up with your loved one and enjoy some heartwarming romantic comedies. Whether you're in the mood for classic romance, quirky humor, or a mix of both, here are some timeless picks to add a touch of love to your movie night.

1. The Proposal (2009)

Where to Stream: Disney+ or CTV

Starring Sandra Bullock and Ryan Reynolds, "The Proposal" offers a hilarious take on a fake engagement that leads to unexpected real feelings. With its charming leads and comedic situations, it's perfect for a laugh-filled Valentine's evening.

2. Anyone But You (2023)

Where to Stream: Crave

Sydney Sweeney and Glen Powell star as two people who despise each other but pretend to be a couple during a destination wedding in Australia, only to find unexpected feelings emerging. Released in theaters in December 2023 and available on digital platforms from February 2024.

3. Crazy, Stupid, Love (2011)

Where to Stream: Netflix or Crave 

Next on our list of the best romantic comedies for Valentine's Day is "Crazy, Stupid, Love". Featuring an ensemble cast including Steve Carell, Ryan Gosling, and Emma Stone, this romcom weaves together multiple romantic storylines with humor and heart. It's a modern classic that explores love, infatuation, and rediscovery in a witty and touching way.

4. Love Actually (2003)

Where to Stream: Prime Video or Crave 

Set during the holiday season, "Love Actually" intertwines multiple love stories among an ensemble cast in London. It's a feel-good film that captures the various facets of love, from new romance to long-lasting relationships, with warmth and charm.

5. 10 Things I Hate About You (1999)

Where to Stream: Disney+ or Crave

A modern retelling of Shakespeare's "The Taming of the Shrew," this film stars Heath Ledger and Julia Stiles in a high school romance filled with humor, teenage angst, and unexpected depth. It's a delightful choice for a Valentine's movie night.

6. Notting Hill (1999)

Where to Stream: Prime Video 

A bookstore owner (Hugh Grant) falls in love with a famous actress (Julia Roberts) in the charming neighborhood of Notting Hill, London. With its blend of humor, romance, and a touch of British eccentricity, it's a beloved classic that's perfect for Valentine's Day.

7. The Holiday (2006)

Where to Stream: Hollywood Suite or Hollywood Suite Channel on Prime Video 

Two women (Cameron Diaz and Kate Winslet) swap homes for the holidays and find unexpected romance in their new surroundings. "The Holiday" offers a mix of heartwarming moments, humor, and picturesque settings that make it a cozy choice for Valentine's.

8. Pretty Woman (1990)

Where to Stream: Disney Plus

A modern-day Cinderella story, "Pretty Woman" stars Julia Roberts as a vivacious prostitute who captures the heart of a wealthy businessman (Richard Gere). It's a romantic comedy that combines fairy-tale charm with sharp wit and memorable moments.

9. Hitch (2005)

Where to Stream: Crave Starz

Will Smith stars as a professional "date doctor" who helps men woo the women of their dreams. When he meets his own match (Eva Mendes), he finds his smooth tactics put to the test. "Hitch" is a fun, feel-good film with plenty of laughs and romance.

10. The Princess Bride (1987)

Where to Stream: Disney+, Crave, Crave Starz and Starz Channel on Prime Video

A blend of adventure, fantasy, and romance, "The Princess Bride" is a cult classic that tells the story of Princess Buttercup and her true love, Westley. Filled with memorable quotes, swashbuckling action, and true love overcoming all odds, it's a timeless choice for Valentine's Day.

Whether you're cuddling up with your significant other or enjoying a solo movie night, these are some of the best romantic comedies for laughter, love, and heartwarming moments that celebrate the spirit of Valentine's Day. Choose your favorite, grab some popcorn, and enjoy a memorable evening filled with romance and laughter!

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