This year’s Kentucky Derby falls on Cinco de Mayo, but whether you’re drinking Mint Juleps or margaritas, you want your look to be on point.
Whether you’re lucky enough to be heading to the track at Churchill Downs, or just getting down with a plastic cup full of bourbon in a friend’s backyard, this is the weekend to embrace with bold patterns and bright colors. Reaching for spiffy – yes, spiffy! – new heights? Don’t be surprised when you get a wink from wearing a boaters hat and a nod after saddling up to an entire seersucker suit.
Below, a men’s Kentucky Derby outfit for the track or televised festivities:
DRESSED UP
blazer: Brooks Brothers, $498 |pants: Todd Snyder, $198 | shirt: Nordstrom, $39
bow tie: Tie Bar, $19 | loafers: Allen Edmonds, $425 | pocket square: sold out (similar) | watch: Triwa, $199
DRESSED DOWN
shorts: Polo Ralph Lauren, $90 | belt: Anderson’s, $80
hat: sold out (similar) | shoes: Clarks, $125 | shirt: Reiss, $160
shoes: Clarks, $115 | sunglasses: LeSpecs, $59 |socks: Pair of Thieves, $6
That is a lot of patterns at the same time in the first look plus mixing blue and green and throwing in a bowtie. A lot of confidence required for sure.
Yup, it’s the Derby! Go big or go home 🙂
Agreed, there’s a lot going on, then again, you’re never going to be the most ridiculously dressed person at the derby
Truer words have never been spoken
I think the watch in your first outfit is Boss not Timex, but the outfit looks sharp for sure!
It was Guess! Fixed it, thanks for the heads up Sam
Thanks for the ideas!!! Your right it Derby time in Louisville ky Go Big or stay home cause it time to style and profile!!!
Is it weird that this is how I dress normally?
Nope, my casual style is pretty close to those. Sperrys, colored shorts, and sometimes a bowtie if I’m not sick of wearing them from work.
lol, no
Love that blazer in the first outfit. Waiting for Suit Supply to reopen their outlet site so I can go crazy there.
Oh yeah, that’ll put a dent in your wallet for sure 🙂
I own that exact bow tie. I got it because my GF is a green fan, but I could never figure out what to wear it with. This helps!
I’ve got a similar green gingham bow tie. I like to wear it with a white or blue shirt with a navy jacket and grey pants, or a grey jacket and colored chinos.
Ah, I love it!!
I’ve been looking at those JD Fisk shoes for weeks now. I think this is going to be that final push. I’ve got no plans for Derby day, but if I did there would be a fair amount of pattern mixing like that first look.
I would attend KDD just to wear the outfit on top. Although I would swap for a plain coloured shirt instead. Nice
first posting…patterns on patterns are my favorite. this was my derby inspiration over the weekend.
I live in Louisville, KY and attended the Oaks.