A few months ago, the internet was abuzz with rumors of a new Kennedy-based series, formally titled American Love Story, and sightings of a convincing Carolyn Bessette-Kennedy lookalike. While the headlines focused on the casting, the conversation quickly shifted to something else entirely: the fashion. If there’s one thing the Kennedy name is synonymous with—beyond politics, legacy, and tragedy—it’s style. They’ve long been icons in their own right—studied, emulated, and mythologized for their taste as much as their ties.
Our cultural fascination with First Lady fashion is nothing new. Society loves to take note of how women in such hyper-visible roles manage the pressure of looking the part—particularly when done with individuality and poise. And Jackie did just that. Yes, she dressed for the White House, but never at the expense of her personal style. After marrying Greek shipping magnate Aristotle Onassis, something shifted. Jackie’s summer style evolved. She swapped pillbox hats for silk headscarves, white gloves for canvas totes, and adopted a sense of ease that felt at home beside the Aegean Sea. The polish remained, but it was quieter. Her hair was longer, her shoe choices simpler, and her style more relaxed. It was glamor, considerably stripped down.
Fast forward to summer 2025, and Jackie’s Mediterranean-era wardrobe feels more relevant than ever. Oversized sunglasses, pedal pushers, strappy flats, breezy layers—her signature summer staples are all over our feeds (and in our carts). So, as we enter the final stretch of summer, our editors are channeling Jackie O’s timeless approach to warm-weather dressing. Below, we’re sharing the pieces we’re wearing on repeat—each with a touch of that iconic Kennedy flair.
Strappy sandals
In nearly every photo of Jackie during her Greek island years, she’s either in minimalist sandals or wearing no shoes at all. From thong flip-flops to barely-there wrap styles, her footwear was always effortlessly undone. It feels fitting this summer, as trendsetters everywhere trade in their chunky dad sandals for sleek, minimalist silhouettes. Bonus: They pair just as well with a linen blouse as they do an evening slip dress.
Boat-neck tops
It’s been a while since boat necks were trendy, but Jackie is making a strong case for their return. The clean neckline feels polished but relaxed, like you didn’t try too hard—and that’s the point. For a modern twist, opt for an open-back version that plays with contrast: business in front, party in the back. Pair it with capris and a headscarf for peak summer dressing.
Oversized sunglasses
Sunglasses trends may come and go, but a bold, oversized pair never loses its charm. Jackie was rarely seen without her signature bug-eyed frames—a style that became synonymous with her image. Whether you wear them with a crisp striped tee or a head-to-toe statement look, they add instant polish (and mystery) to any outfit.
Silk head scarves
Silk scarves are having a moment, and Jackie may be the reason they never truly went out of style. While they can be worn a dozen ways—tied around a bag, draped as a belt—it’s the classic head wrap that feels the most iconic. It adds a splash of color and sophistication, especially when paired with neutral staples like a white tank or breezy button-down.
Pedal pushers
The capri revival is officially here. Once considered a fashion faux pas, they’ve returned with a vengeance—first as pedal pushers, and now in their original, Jackie-approved form. Her go-to? Crisp white capris, usually styled with a simple tee, sandals, and oversized accessories. Today, they offer a refreshing alternative to shorts, and a nod to retro taste.
Tinsley Crisp, Fashion & Beauty Staff Writer
Tinsley Crisp is a Fashion & Beauty Staff Writer at The Everygirl and specializes in reporting on the season’s latest trends and hottest products. As a New York City-based stylist, she’s committed to injecting joy into the art of getting dressed and delivering attainable yet aspirational content to our readers.
Products included in graphic linked within the article. Feature graphic images credited to: Bettmann | Getty Images and Bettmann | Getty Images.
