When Harry Met Sally (1989): the ultimate cozy watch

Photo courtesy of Rob Reiner/Wikimedia Commons

Iconic, warm, witty, refreshing, cozy, and romantic—all of which describe none other than the film When Harry Met Sally (1998). Starring Meg Ryan as Sally and Billy Crystal as Harry, this film undeniably remains one of the strongest candidates for the best cult-classic romantic comedy of all time, and arguably one of the coziest films ever!

The film follows Sally Albright and Harry Burns as they navigate their evolving relationship over the course of 12 years. The two first met as recent college graduates through a mutual friend in 1977, where they got to know each other while reluctantly carpooling together from Chicago to New York. During this long journey, they passionately debate whether men and women can ever “just be friends.” From there, the film revisits them at different stages of their lives, allowing the audience to grow with them. This slow-burning story creates an intimate experience for audiences, which almost feels like you are checking in on two old friends as time quietly reshapes their connection.

One of the many notable qualities of this film is its cinematography. Whether it is capturing the falling crimson leaves and crisp air of an autumn day in Central Park or an overstimulating, overcrowded New Year's Eve party, each shot creates an immersive experience while simultaneously encapsulating the characters’ emotional states. Rather than highlighting the intimidating, glamorous aspects of the Big Apple, the film emulates a cozy, familiar essence to New York City, focusing on cozy bookstores, quaint cafes, and walks through Central Park, resulting in a warm, familiar, and humble depiction of the city. Given that the film predominantly takes place in and around the fall and holiday season, it is the perfect watch for a chilly fall evening or a snowy day in. 

This immersive, comforting experience also would not be complete without the nostalgic soundtrack. Iconically featuring classics like Harry Connick Jr. 's “It Had to Be You” and “Our Love is Here to Stay” performed by Louis Armstrong and Ella Fitzgerald, the mostly jazz-based score perfectly enhances the film’s warm and intimate atmosphere.

Another reason why this film takes the spot as the ultimate cozy watch is that it is incredibly human. The characters, including the supporting cast, all have their quirky flaws and complicated feelings, just like you and me. Instead of avoiding the conflicts and awkwardness that life has to offer, the film leans into them. Breakups, “situationships,” fear of intimacy, and the perpetual debate about platonic male-female relationships are just a few of the very real, very relatable situations tackled throughout the course of the film. 

A huge part of what makes this work is the chemistry between Meg Ryan and Billy Crystal, paired with Nora Ephron’s genius screenwriting. The sharp, entertaining back and forth between Harry (a chronic cynic) and Sally (a bright optimist) is effortlessly authentic and witty, leaving you laughing and crying, sometimes at the same time. The dialogue naturally flows thanks to Nora Ephron’s writing, where she manages to find the perfect balance between amusing and introspective. 

Part of the film’s comfort also comes from its slow pace. The plot is not rushed, nor is it forced. There is something comforting about watching two people genuinely get to know each other over the years, rather than rushed plot twists and “instant” chemistry.

So next time you are endlessly scrolling through the infinite options of entertainment, grab your coziest blanket and consider giving When Harry Met Sally (1988) a chance.