At the 2018 Pegasus World Cup Invitational—the world’s richest horse race at the time—Olivia Culpo proved that race day fashion can be anything but ordinary.
Attending the star-studded event at Gulfstream Park in Hallandale Beach, Florida, on January 27, 2018, she embraced bold bows, sculptural heels, and sharp tailoring that still inspire fashion fans years later.
Olivia Culpo adds playful elegance with oversized gold hoop earrings adorned with black grosgrain bows
For the occasion, the 2012 Miss USA winner wore a white Elisabetta Franchi Fall 2017 split-sleeve shirtdress with a half-draped, black pussy bow at the neck.
Olivia Culpo turns heads at the Pegasus World Cup in a white Elisabetta Franchi shirtdress with split sleeves, styled with black Walter De Silva bow-embellished sandals and oversized ribbon-tied hoop earrings
She accessorized her outfit with grosgrain-bow-adorned gold hoop earrings and Walter De Silva bow-embellished strappy sandals.
If you think that’s too many bows, remember that this woman believes you can never be too extra. Also, did she tape those bows to her hoop earrings?
Olivia Culpo in a white Elisabetta Franchi Fall 2017 split-sleeve shirtdress with a half-draped, black pussy bow at the neck
👗 Celebrities Wearing Elisabetta Franchi: Iconic Red Carpet Fashion Moments
- ✨ Chanel Iman in a belted Elisabetta Franchi jumpsuit turned heads at Harper’s Bazaar’s “150 Most Fashionable Women” event, pairing the look with Stella Luna heels for a powerful, tailored silhouette.
- 💫 Giada De Laurentiis wearing a white Elisabetta Franchi jumpsuit brought elegant drama to the 2019 Daytime Emmys, styled with Gianvito Rossi heels and voluminous sleeves.
- 🌟 Eva Longoria in an Elisabetta Franchi white jumpsuit made a sleek appearance at the 2017 Billboard Latin Music Awards, showcasing the label’s structured and sophisticated aesthetic.
- 🎉 Sarah Hyland wearing a sequin mini dress by Elisabetta Franchi lit up a pre-Emmys party, perfectly paired with Stuart Weitzman heels for a chic and modern red carpet ensemble.
Olivia Culpo at The $16 Million Pegasus World Cup Invitational, the world’s richest thoroughbred horse race, at Gulfstream Park in Hallandale Beach, Florida, on January 27, 2018 (Credit: Johnny Louis / WENN / FayesVision / Adriana M. Barraza)
Take a closer look at Olivia’s bow-embellished stilettos—designed by Walter De Silva, the former Volkswagen Group design chief who brought his creative vision to luxury footwear with his “Noir Extreme” collection, including the striking Cindy Sandals.
Olivia Culpo shows off a fresh white pedicure in strappy Walter De Silva Cindy Sandals, complete with oversized bows and a pop of orange on the soles
Olivia Culpo’s feet in Walter De Silva bow-embellished strappy sandals
These Walter De Silva sandals are suede, but the linen fabrication of the bows makes them light enough for daytime wear. We also love the fun shock of orange on the inner soles. We’d love to see these heels in other, more vibrant colors!
Walter De Silva Linen-Bow Strappy Suede Sandals, $945
Although Walter De Silva’s official Instagram page hasn’t been updated since December 2021 and the brand appears to be inactive, his legacy lives on through bold, sculptural designs.
One celebrity who brought his designs to life with signature flair was Olivia Culpo. But her style prowess didn’t stop there—just weeks earlier, she stepped out in a dazzling pair of metallic Schutz pumps that made a statement of their own.
Olivia Culpo Shines in Metallic Schutz Pumps at Marie Claire Image Makers Awards
Earlier the same month, Olivia attended the 2018 Marie Claire Image Makers Awards in West Hollywood.
Olivia Culpo adds a touch of vintage glamour with sparkling diamond cluster earrings from Hueb
She looked lovely in a white dress from the Philosophy Di Lorenzo Serafini Fall 2017 collection, styled with diamond cluster earrings from Hueb, a clutch from Jimmy Choo, and metallic “Gilberta” pumps from Schutz.
Olivia Culpo channels vintage romance in a sheer, ruffled lace dress from Philosophy Di Lorenzo Serafini’s Fall 2017 collection at the 2018 Marie Claire Image Makers Awards in West Hollywood on January 11, 2018
👠 Olivia Culpo’s Most Iconic Heel Moments:
- 📏 Check out how Olivia uses heels to elevate her frame in our feature “Heels Over Height: Olivia Culpo’s Best Looks That Elongate Her Frame”, showcasing designer favorites like Jimmy Choo, Stuart Weitzman, Saint Laurent, Giuseppe Zanotti, and Gianvito Rossi.
- ✨ Go Victorian-chic with her white-hot look at NYFW, complete with lace-up M. Gemi “The Marea” sandals, in “Olivia Culpo’s White‑Hot NYFW Look With M. Gemi Heels”.
- 🖤 See her bold side in a sheer black ensemble paired with Gianvito Rossi ‘Kim’ sandals in “Olivia Culpo’s Daring Style: Stunning in Gianvito Rossi ‘Kim’ Sandals”.
- ✨ Catch her red-carpet glam in silver Casadei ankle-strap sandals at the Emmys in “Olivia Culpo Stuns in Embellished Zac Posen Midi Gown and Silver Casadei Sandals”.
- 💼 For everyday chic, revisit her woven Gia Couture x Rosie Huntington‑Whiteley sandals in “Olivia Culpo’s Chic Beige Leather Dress & Gia Couture Sandals Are Pure Perfection”.
Olivia Culpo steps out in sleek metallic “Gilberta” pumps from Schutz, adding a futuristic edge to her red carpet ensemble