These are some of my favorite romantic comedies of all time- and most rewatched.
Description: A widowed father’s heartfelt radio call leads a journalist across the country as fate quietly pulls two strangers together.
Why it’s so great: It’s romance built on anticipation. The slow burn, numerous moments, and final Empire State B...
Sleepless in Seattle (1993)
Description: A case of mistaken identity draws a lonely woman into a warm, chaotic family—and an unexpected love.
Why it’s so great: Cozy, funny, and kind. The family dynamics steal the show, and the romance feels earned, gentle, and sincere.
Watch While You Were Sleeping | Disney+
Description: A quirky socialite and a struggling writer form an unconventional bond in New York City.
Why it’s so great: Iconic style, wistful romance, and emotional depth. It’s less rom-com, more romantic mood piece—bittersweet and unforgettable.
Breakfast at Tiffany's (1961)
Description: A journalist investigates a woman known for leaving fiancés at the altar—and falls for her in the process.
Why it’s so great: Julia Roberts’ charm, small-town warmth, and the theme of self-discovery make it playful and empowering.
Runaway Bride (1999)
Maybe my most seen movie ever...
Description: Two business rivals unknowingly fall in love online in early-internet New York.
Why it’s so great: Pure comfort food. Cozy bookstores, clever dialogue, fall vibes, and emotional safety. One of the most ...
You've Got Mail (1998)
Description: A smart lawyer becomes indispensable to her billionaire boss—and realizes she deserves more.
Why it’s so great: Banter-heavy, strong female lead, and enemies-to-lovers done right. Sandra Bullock shines.
Watch Two Weeks Notice
Description: A woman finds a love letter washed ashore and seeks out the man who wrote it.
Why it’s so great: Emotional, poetic, and quietly devastating. Less comedy, more soul—perfect if you love romance that hurts a little.
Message in a Bottle (1999)
Description: A woman rebuilds her life after heartbreak by returning to her hometown.
Why it’s so great: Healing, self-worth, and quiet strength. It’s about love—but also about finding yourself again.
Hope Floats (1998)
Description: A 19th-century gentleman travels to modern-day New York and falls for a modern woman.
Why it’s so great: Whimsical, romantic, and surprisingly heartfelt. Time-travel romance with real emotional payoff.
Kate & Leopold (2001)
Description: A shy bookstore owner falls in love with a famous actress.
Why it’s so great: Tender, awkward, funny, and iconic. “I’m just a girl…”—one of the most quoted romantic lines ever.
Notting Hill (1999)
Description: A chauffeur’s daughter returns from Paris transformed—and captures the attention of two brothers.
Why it’s so great: Old-world charm, glow-up fantasy, and sophisticated romance.
Also love the 1995 version.
Sabrina (1954)
Description: A woman realizes she’s in love with her best friend just as he’s about to marry someone else.
Why it’s so great: Refreshingly honest. The heroine isn’t perfect, which makes it more real—and memorable.
My Best Friend's Wedding (1997)
Description: A lifelong love story that survives time, class differences, and memory loss.
Why it’s so great: Emotional commitment at its deepest. It’s not about passion alone—it’s about choosing love every day.
The Notebook (2004)
Description: A runaway princess explores Rome with a journalist for one perfect day.
Why it’s so great: Bittersweet perfection. Romance that respects duty, growth, and grace.
Roman Holiday (1953)
Description: Two people secretly trying to sabotage each other fall in love instead.
Why it’s so great: Sharp chemistry, iconic moments, and perfectly timed comedy. A modern rom-com classic. LAUGH OUT LOUD FUNNY
Watch How to Lose a Guy in 10 Days
Description: A wealthy woman hires a man she met during a scavenger hunt—who turns out to be much more than he seems.
Why it’s so great: Fast dialogue, class commentary, and timeless humor. Proof that rom-coms have always been brilliant.
My Man Godfrey (1936)
HIDDEN GEM
Description:
After a chance meeting on a train, a pregnant young woman survives a tragic accident and is mistakenly welcomed into the wealthy Winterbourne family as their son’s widow—leading to unexpected love, healing, and belonging.
Wh...
Mrs. Winterbourne (1996)
Description:
A kind-hearted police officer promises a waitress half his lottery ticket when he can’t afford a tip—only to actually win millions. What follows is a gentle love story shaped by generosity, integrity, and unexpected consequences.
Why i...
It Could Happen to You (1994)
Description:
After making a birthday wish, a 13-year-old girl wakes up in her 30-year-old body and gets a second chance to see what truly matters—love, friendship, and staying true to herself.
Why it’s so great:
This movie is pure joy with heart. J...
Watch 13 Going on 30
Description:
Two heartbroken women from opposite sides of the world swap homes for the holidays and unexpectedly find love, healing, and a renewed sense of self.
Why it’s so great:
This movie is pure emotional comfort. It’s about more than romance—it...
Watch The Holiday
Description:
A professional dating consultant who helps men win over the women of their dreams suddenly finds himself completely undone when he falls for a smart, no-nonsense journalist.
Why it’s so great:
Hitch works because it balances big laugh...
Hitch (2005)
Description:
A tightly planned woman travels to Ireland to propose to her boyfriend on Leap Day, only to have her plans—and her heart—derailed by an unexpected journey with a charming, gruff local.
Why it’s so great:
This movie thrives on forced p...
Leap Year (2010)
Description:
A woman finally finds the perfect man—only to discover that his overbearing, manipulative mother is determined to destroy their relationship.
Why it’s so great:
This movie shines because it leans into rom-com comedy chaos. Jennifer Lo...
Watch Monster-in-Law
Description:
A shy newspaper reporter goes undercover at a high school and unexpectedly gets a chance to relive—and rewrite—her most painful teenage years, including first love.
Why it’s so great:
This movie works because it’s really about healing...
Never Been Kissed (1999)
Description:
A successful New York fashion designer returns to her small Southern hometown to finalize her divorce—only to confront her past, her first love, and who she truly wants to be.
Why it’s so great:
This movie is all about roots, authenti...