Leda and St.Jacques

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Horse racing is a timeless tradition that calls for lightweight tailoring with a retro flair. Channel your inner Gatsby with a straw boater.
Brooks Brothers The Great Gatsby Collection straw boater hat, $215, brooksbrothers.com

Complete your old-school look with the right accessory: a pocket circle. Gather it from the center point, then tuck it into your breast pocket.
Edward Armah pocket circle, $85, harryrosen.com

Nothing says derby style like a double-breasted linen jacket, and this one – heather blue with contrasting buttons – is a beauty.
Brunello Cucinelli double-breasted linen jacket, $2,695, harryrosen.com

November in Melbourne is warm, so you’ll really appreciate the cool comfort of these linen trousers.
Brooks Brothers The Great Gatsby Collection linen trousers, $328, brooksbrothers.com

Spectator shoes were made for events like this. The two-tone style is decidedly more “breezy leisure” than “office stiff.”
Harry Rosen oxfords, $395, harryrosen.com

No horseplay here: Hundreds of thousands of spectators trot around the Flemington Racecourse during Australia’s major thoroughbred race (November 2 to 9). Derby dress is an event of its own, with race-day style garnering nearly as much attention as the horses themselves, thanks to the annual Fashions on the Field competition.

Each race day has its own flower, so be a good sport and match the bloom in your lapel.

Photo: Leda & St.Jacques; Stylist: Randy Smith (Judy Inc.); Hair and makeup: Paco Puertas (l'Éloi), using MAC and TRESemmé; Model: Adonis (Montage)
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Air Canada offers daily year-round non-stop service from Vancouver to Sydney. Connections to Melbourne from Sydney are available with local carriers.

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