You’ve got options depending on what mood you’re in and how “classic” vs “new” you want to go, so here’s a quick rom‑com menu to pick from.

Fast picks (read this first)

  • Want something super feel-good and classic → When Harry Met Sally – witty, cozy, perfect if you want smart banter and slow-burn chemistry.
  • Want chaotic, glossy, very modern rom‑com vibes → Anyone But You – hot people fake-dating at a destination wedding, big “the genre is back” energy.
  • Want comfort‑watch on streaming → To All the Boys I’ve Loved Before – teen but very rewatchable, fake dating, cute letters, zero emotional heavy lifting.
  • Want modern, diverse, big studio rom‑com → Crazy Rich Asians – huge wedding set pieces, family drama, and over‑the‑top luxury in Singapore.
  • Want new‑ish rom‑coms & romances from the last couple years → check the newer titles section below (stuff highlighted as “recent”).

Classics that still hit

These are the “if you somehow haven’t seen them, start here” movies.

  • When Harry Met Sally – Two friends keep colliding over the years while arguing whether men and women can ever just be friends, with famous diner scene and sharp dialogue.
  • Notting Hill – Shy bookstore owner falls for a world‑famous actress; it’s London, it’s soft, it’s extremely “rainy Sunday afternoon” comfort.
  • Pretty Woman – Businessman hires a sex worker for a week and catches feelings; very fairytale, makeover heavy, 90s glam.
  • My Big Fat Greek Wedding – Woman from a big Greek family falls for a non‑Greek guy; tons of family antics and culture‑clash comedy.
  • How to Lose a Guy in 10 Days – She’s trying to drive him away for an article; he’s trying to make her fall for him for a bet; chaos and chemistry ensue.

If you want one from this bucket tonight: go When Harry Met Sally for clever, How to Lose a Guy in 10 Days for pure silly fun.

Cozy streaming night picks

If you just want to curl up with something easy and modern, these are great.

  • To All the Boys I’ve Loved Before – High‑schooler’s secret love letters get mailed, so she fake‑dates a boy to survive the fallout; sweet, light, and very bingeable.
  • Love in the Villa – Woman arrives solo at her dream Italian getaway and finds the villa double‑booked with a grumpy Brit; forced proximity, enemies‑to‑lovers vibes.
  • Alex Strangelove – Teen boy questioning his sexuality after meeting another guy; romantic, funny, and a nice queer coming‑of‑age angle.
  • The Half of It – More rom‑drama than pure comedy, but beautiful: shy girl writes love letters for a jock, only to fall for the same girl he likes.
  • The Incredible Jessica James – New York playwright dealing with a breakup and a rebound date; indie feel, funny, and more character‑driven.

For a “zero stress, genuinely cute” night: To All the Boys I’ve Loved Before or Love in the Villa.

Big feelings, still fun

These lean more into romance and emotional arcs but keep enough comedy that they scratch the rom‑com itch.

  • Love & Basketball – Two childhood friends grow up side by side chasing basketball dreams and dealing with love getting tangled up in ambition.
  • Crazy, Stupid, Love. – Middle‑aged guy gets a makeover from a smooth womanizer after his marriage falls apart; multiple storylines, big ensemble cast.
  • Red, White & Royal Blue – Enemies‑to‑lovers love story between the U.S. president’s son and a British prince, with public image drama and secret romance.
  • The Half of It – Again, very heartfelt and bittersweet, but still has some wry humor and a great emotional payoff.

If you want to feel a lot but still laugh, go Crazy, Stupid, Love. or Red, White & Royal Blue.

More recent/trending rom‑coms

The genre’s had a bit of a glow‑up again in the last few years.

  • Anyone But You – Enemies with history pretend to be a couple at a wedding; lots of sun, petty antics, and “oh no there’s only one bed” energy.
  • Your Place or Mine – Two longtime friends swap homes and lives (New York vs LA) and realize they might be perfect for each other.
  • People We Meet on Vacation – Adaptation of Emily Henry’s friends‑to‑lovers travel romance about two opposites who reunite for a make‑or‑break trip.
  • Recent rom‑coms and romances highlighted for 2024–2026 include titles like The Baltimorons , My Oxford Year , Materialists , and more, mixing book adaptations, city‑set romances, and festival‑buzz indies.

If you want something that feels very “mid‑2020s rom‑com is back”: Anyone But You or People We Meet on Vacation.

Quick “what should I watch?” guide

Here’s a simple decision snapshot:

Your mood / vibe| Watch this tonight
---|---
Smart, talky, classic rom‑com| When Harry Met Sally 1
Loud, hot, recent, very meme‑able| Anyone But You 1
Cozy Netflix teen‑style comfort| To All the Boys I’ve Loved Before 3
Glossy, big wedding + family drama| Crazy Rich Asians 1
Friends‑to‑lovers travel romance| People We Meet on Vacation 3
Comfort family comedy + culture clash| My Big Fat Greek Wedding 1
Queer teen questioning their identity| Alex Strangelove 3

TL;DR

If you just want one answer and no decision fatigue: watch When Harry Met Sally if you’re okay with an older classic, or Anyone But You if you want something very current and loud and fun.

Information gathered from public forums or data available on the internet and portrayed here.