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in: Featured, Outfit Guide, Style, Visual Guides

• Last updated: June 10, 2021

How To Dress For the Kentucky Derby: Your 60 Second Visual Guide

Men dressing for the kentucky derby illustration.

Illustration by Ted Slampyak

Dressing for the Kentucky derby

The go-to: Sport coat+trousers

– Navy sport coat.

– At the derby, accessories make the outfits, so wear a splashy tie and pocket square.

– Light-colored dress shirt.

– Light-colored trousers.

– Saddle shoes.

Seersucker suit

– Straw hat (Boater, Panama, Milan)

– Bow tie

– Breathable fabric keeps you cool

– White or light tan bucks or brogues, or go with a brown/white spectator for extra panache.

Madras sport coat

– Straw trilby

– Bow tie

– Madras sport coat

– Khakis

Derby casual for the younger man

– Sport coat

– Polo shirt

– Pocket square

– Khakis

– Boat shoes

Like this illustrated guide? Then you’re going to love our book The Illustrated Art of Manliness! Pick up a copy on Amazon.

Have any other Kentucky Derby style tips? Share them with us in the comments!

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Louys Gackstetter

Submitted by: Louys Gackstetter in San Diego
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