Off to the Races
The Kentucky Derby is Saturday, May 3rd—and whether you’re heading to Churchill Downs or hosting a backyard party with mint juleps and friends, Derby Day is your chance to dress up and have some fun. At Kiyonna, we believe in celebrating this iconic event with timeless elegance, bold flair, and plenty of personality. From dramatic hats to flirty plus size dresses, this guide is your go-to for creating a winning look.
Bet on Breezy
The Breezy Border Print Cocktail Dress is practically made for an outdoor celebration. Crafted from lightweight chiffon in a beautiful floral border print, this plus size midi features a surplice V-neckline, fitted waistband, and flutter sleeves that move beautifully in the spring breeze. Available in both soft pink and navy floral, it’s the ideal choice for sipping cocktails, strolling the infield, and soaking up the stylish spirit of Derby Day—all while enjoying just the right mix of comfort and charm. Finish the look with a neutral-toned wide-brimmed hat and wedge sandals for an effortlessly chic outfit that’s perfect for a sun-drenched Derby afternoon.
Winning Wraps
For something with effortless elegance and a twist of drama, the Gemini Wrap Dress checks all the boxes. Made from a soft brushed jersey, it features mid-length bell sleeves with contrasting lining and a flattering wrap silhouette. This plus size midi dress comes in two eye-catching colorways: a sweet pink floral and a pastel teal with delicate cherry blossoms. Pair it with a textured straw fascinator and bold statement earrings, then finish with comfortable block heels to enjoy the day from start to finish.
First Place Florals
Looking for something flirty and fun? Try the Lillian Embroidered Cocktail Dress. Available in pastel pink or black floral embroidery, this plus size tea-length number features a mesh bodice, surplice neckline, flutter sleeves, and flouncy godet detailing that makes it perfect for twirling. Make it your own with a vintage-inspired clutch, a pop of pastel lipstick, and a sleek hat with a bit of texture to balance the feminine detailing.
Race Day Ruffles
If lace is your love language, you’ll adore the Palermo Lace Faux Wrap Dress. Designed in a flattering faux wrap silhouette with pom-pom trim and flutter sleeves, it’s available in sage green or white for a fresh take on spring sophistication. Add a structured disc-style fascinator, some sparkling stud earrings, and a classic pair of espadrille wedges for a plus size look that feels festive, refined, and totally Derby-ready.
Belle of the Derby
Prefer something long and flowy? Enter the Carmella Chiffon Wrap Gown. This peachy pink plus size maxi is made from airy Swiss dot chiffon and has romantic flutter sleeves, an elastic waist, and a flattering surplice neckline. Channel true Southern charm by styling it with a delicate floral hair accessory, dainty gold jewelry, and soft, strappy wedges perfect for grassy lawns and sunny strolls.
Style That Goes the Distance
Whether you’re attending the races in person or celebrating with a Derby-themed party at home, Derby Day is your time to shine. No matter how you celebrate, Kiyonna has the perfect plus size look to help you feel confident, beautiful, and completely in the spirit of the season. Explore our full plus size collection and find your perfect Derby Day dress today—you’ll love rewearing these standout styles long after the last race has been run.