Kentucky Derby Men

Derby Day is all about tradition, celebration, and, of course, standout style. Our men’s Kentucky Derby collection has everything you need to dress the part—from lightweight button-downs like the Bryndle Rose Madras Short-Sleeve Shirt to the effortlessly refined Seersucker Blazer and perfectly tailored Seersucker Breaker Pant. No Derby look is complete without a signature tie—our Bryndle Rose Silk Tie adds the perfect pop of color and sophistication.
The Kentucky Derby is more than just a race—it’s a reason to dress up and embrace timeless style. Whether you’re sipping mint juleps trackside, attending a Derby party, or toasting with friends at home, your look should be as classic as the event itself. Crisp seersucker, bold madras, and soft pastels set the tone for the day, while tailored blazers and lightweight dress pants keep things polished yet comfortable.
The key to great Derby style? A little prep, a little polish, and a lot of personality. Start with a breezy button-down and layer on a lightweight blazer for an effortless, put-together look. Pair it with tailored pants or classic chinos, and don’t forget the finishing touches—think a statement tie, a pocket square, and sleek loafers. Looking for more options? Explore our full collection of men’s casual button-down shirts and men’s blazers to build your perfect race day outfit.
Dressing for the Derby is a family affair, and we’ve got styles for everyone. Coordinate your look with the Derby Women’s Shop for a perfectly matched couples’ moment, or dress the little ones in festive, race-day-ready outfits from the Derby Kids’ Shop. However you celebrate, vineyard vines has the perfect Derby look for every generation.