Xtratuf
Men's 6 Inch Ankle Deck Boot
The working-waterfront boot for mud flats, boat ramps, and tide-washed sand; hose them off and keep going.
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Jason Markk
Twenty-block days are hard on white sneakers; the brush and solution reset them each night at the hotel.
Xtratuf
The working-waterfront boot for mud flats, boat ramps, and tide-washed sand; hose them off and keep going.
Check price on Amazon ↗Danner
Waterproof and grippy on wet granite and leaf-slicked trail, but trim enough for dinner in town afterward.
Check price on Amazon ↗Clarks Originals
Comfortable over miles of brick sidewalk and old districts, and dressy enough for a candlelight dinner after.
Mossio
Dinner shoes, walking shoes, and gym shoes ride in one zipped bag, not loose against the clothes.
Check price on Amazon ↗ZOMAKE
Dress loafers for resort dinners go on without crushing the heels; it weighs nothing in the suitcase.
Check price on Amazon ↗G.H. Bass & Co.
Keeneland in April is a dressed-up crowd; the original penny loafer walks paddock to clubhouse and back to the bourbon bar.
Check price on Amazon ↗Veken
A week in a small Midtown room stays livable when layers, evening clothes, and gym gear each have their own cube.
Check price on Amazon ↗YAMIU
Race-day dress shoes and paddock-mud boots ride in the same suitcase without ever meeting.
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