Kendall Jenner's Bahamas Vacation Dress Is Rare ’00s Trophy Vintage

Kendall picked out this Gucci number for Kylie’s 27th birthday fête in the Bahamas where, according to sources, the Khy founder celebrated the milestone with close friends and her beau, Timothée Chalamet.

— @kendalljenner

Kendall’s Bahamas getaway follows her appearance at the 2024 Paris Olympics. The model was spotted in the bleachers at various events—including women’s gymnastics and her preferred sport of choice, equestrian—with plenty of USA-themed looks to match.

The 818 founder kicked off her Olympics experience in style, wearing a patriotic Ralph Lauren jacket to the gymnastics event. She paired her patch-laden bomber with a matching baseball cap, mid-wash denim trousers, and her go-to loafers from The Row.

During the equestrian competition, Jenner went for an Office Siren skirt suit that consisted of a plunging blazer and matching checked bottoms. She again put on The Row’s loafers and carried a woven Bottega Veneta bag on her shoulder. For a night out in Paris, the model wore a satin skirt and a black tee that she paired with two of The Row’s cult accessories: Beach flip-flops and the Margaux bag.

— MEGA/GC Images/Getty Images — @kendalljenner

Jenner may have abandoned her hopes of winning Olympic gold—she once professed that she’s “literally built as an athlete”—but her latest vacation outfit deserves top marks for peak trophy vintage.