7 Must-Watch Rom-Coms on Prime Video Right Now (May 2026): ‘Annie Hall’ and More

What went wrong? That’s the question comedian Alvy Singer (Woody Allen) asks himself as he picks through the memories of his failed relationship with Annie Hall (Diane Keaton). Through the good times, like them trying and failing to cook a lobster, and the bad, when they move in together and awkwardly cohabit each other’s private spaces, they seemed like the perfect match. But Alvy’s memories don’t mirror their reality, and he soon realizes some love stories don’t end happily ever after.

You can’t spell “rom-com” without Annie Hall. OK, technically, you can, but you get what I mean. Annie Hall gave birth to the modern romantic comedy as we know it, and it was so well-liked that it won four Oscars, including Best Actress for Keaton and Best Picture. Rom-coms never win the Academy’s top award, which tells you just how well this movie was received — and how it still holds up today. It’s a love story that’s sweeter than bitter, and anyone who has suffered a break-up can relate to what Alvy goes through.

Julie (Jessica Rothe) is a Valley girl who seemingly has everything in life: a great boyfriend, some great friends and a totally rad fashion style. But deep into her senior year, she’s become a bit bored with her fantastic lifestyle. She gets a welcome wake-up call when she meets Randy (Josh Whitehouse), a punk rocker from Hollywood. Randy is totally wrong for her — which somehow makes him the right guy to shake up her life. Can these two opposites attract each other long enough to sustain a long-term relationship?

A remake of the 1983 cult classic starring a young Nicolas Cage, this Valley Girl isn’t as good as the original, but it’s still entertaining enough to recommend. A large part of that is due to Rothe, who has fun playing up all the oh-my-Gawd Valley girl clichés while still creating a three-dimensional character. Alicia Silverstone appears as an older and wiser Julie, while it’s best to ignore Logan Paul as Julie’s moron jock boyfriend, Mickey.

The sci-fi premise of Timer should theoretically make it easier for men and women to find the person that they were meant to be with. Everyone has the choice of getting a timer implanted that counts down to the minute when they will meet their soulmate.

Oona O’Leary (Emma Caulfield) has a timer, but her apparent soulmate doesn’t. That leaves Oona to aimlessly wander when it comes to relationships with men. She soon finds herself falling for Mikey Evers (John Patrick Amedori), a man without a timer of his own. But before things can go too far, Oona discovers that her soulmate may be someone else she knows.

Timer is streaming on Prime Video.

There aren’t many rom-coms that start with the primary couple deciding to break up, but 10 Things We Should Do Before We Break Up does exactly that. Abigail (Christina Ricci) thinks her relationship with Benjamin (Hamish Linklater) has gone as far as it can go, and she wants to move on.

Benjamin, however, suggests that they do a series of activities together as a couple before parting ways for good. That gives Abigail and Benjamin more time to reflect on whether they’re making a mistake, especially when their romance begins showing signs of life again.

10 Things We Should Do Before We Break Up is streaming on Prime Video.

Woody Allen‘s Everyone Says I Love You is an unconventional musical rom-com that features stars who aren’t natural singers. That adds to the charm of their turbulent romantic lives. Allen plays Joe Berlin, a divorced older man who successfully woos Von Sidell (Julia Roberts) by faking an interest in everything she’s passionate about.

Drew Barrymore also stars in the film as Skylar Dandridge, a young woman whose bond with Holden Spence (Edward Norton) is threatened by her intense attraction to a sociopath, Charles Ferry (Tim Roth). No one ever said love was going to be easy, and that’s what all of the songs are really about.

Everyone Says I Love You is streaming on Prime Video.

Merv is a Christmas-themed rom-com that starts off as a reverse romantic comedy. Anna Finch (Zooey Deschanel) and Russ Owens (Charlie Cox) have already broken up at the beginning, and the only thing keeping them in each others’ lives is their dog Merv. Since their split, the former partners have been co-parenting Merv and sending him back and forth from their new homes.

During the holidays, Merv is diagnosed as depressed over Anna and Russ’ breakup, so Russ decides to take his dog on a vacation and Anna follows. It’s almost like the dog planned it from the beginning, as the close proximity with each other reopens the possibility of Russ and Anna getting back together.

Merv is streaming on Prime Video.

Groundhog Day is firmly a part of the pop culture landscape, so much so that a teenager named Mark (Kyle Allen) uses it to explain his situation in The Map of Tiny Perfect Things. He’s stuck in an infinite time loop with seemingly no way out.

It’s a lonely way to live until he meets Margaret (Kathryn Newton), a girl his age who is also experiencing a time loop. Naturally, Mark develops feelings for Margaret and suggests that they may escape if they can track down all of the moments of “perfect beauty” in their endless day. Of course, it won’t be that easy.

The Map of Tiny Perfect Things is streaming on Prime Video.

About a decade before they starred together in Marvel’s Ant-Man and the Wasp, Paul Rudd and Michelle Pfeiffer played potential lovers in I Could Never Be Your Woman.

Rosie Hanson (Pfeiffer) is a producer on a sitcom who revitalizes the show when she casts Adam Pearl (Rudd) as the main character’s new love interest. But as Adam and Rosie display some real romantic chemistry of their own, she’s worried about the decade-plus age gap between them.

I Could Never Be Your Woman is streaming on Prime Video.

A few decades before the word “multiverse” became common in the cinematic lexicon, Sliding Doors presented a look at two parallel timelines that revolved around a young woman named Helen Quilley (Gwyneth Paltrow). If Helen makes her train on time, she’ll discover that her boyfriend, Gerry (John Lynch), is seeing Lydia (Jeanne Tripplehorn) on the side. She may even get to reinvent herself and live the life she always wanted.

But if Helen misses her train, Gerry gets away with his cheating, and she may never meet James Hammerton (John Hannah), the man she loves in the other timeline. Some events mirror each other in the possible worlds for Helen, but there are also certain things she can’t avoid in either timeline.

Sliding Doors is streaming on Prime Video.