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Discover the Radical Yes Guide To Winter Boots here.
The Radical Yes

Guide To Winter Boots

Let's Talk Winter Boots

Winter has inevitably graced us with its presence once again, and naturally, so has the need for a new pair of winter boots.

To help you make your choice this year, here’s the Radical Yes guide to our newest winter boots. Worn with love and care every other day, they'll be your best-kept secret this winter.

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Radical Glossary

What we mean when we talk about...

Sharp

‘Sharp’ is our shorthand for refined.

POET

Active

Our more ‘run-around’ silhouettes.

BARBAR

Hybrid

The bridge between sharp and active.

LUCENT

Wool-Lined

Consider this your secret winter weapon.

EVERYTHING 2.0

Sharp Boots

'Sharp' describes the dressier silhouettes in our collection, designed to anchor an elevated look. Whether expressed through the shape of the toe box, the low profile of an outsole, or the feel of the leather, these styles are the essential finishing touch for your tailored looks.

Black leather boot with tassel on a white background

Poet Ruched Leather Boot

Classic loafer DNA meets sophisticated ankle boot.

Crafted from couture tumbled leather with a subtle sheen, Poet features a ruched apron, a traditional penny strap, and a playful double tassel.

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Black leather square toe chelsea boot with a black sole.

Tomorrow Chelsea Boot

Chelsea boots, but not like you know them.

Sharpening the Chelsea silhouette with a definitive square toe. Tomorrow is the ultimate winter pull-on for a polished look.

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Green gloss leather Chelsea boot with black sole worn with blue socks

Active

The styles that keep pace with your day-to-day, designed to be worn anywhere your routine takes you. Built for comfort and made to move, they’re here to let you simply do your thing.

Take Barbar Boot. A tried-and-true Radical Yes icon.

DISCOVER BARBAR
Pair of purple leather ankle boots with brown soles on a white background

Hybrid

These are the shoes you wear to work and straight out to dinner without missing a beat. Interesting enough to stand out (compliments guaranteed), yet comfortable and confident enough to handle your busy day. They are the versatile heart of a modern wardrobe.

Our perfect example is this heritage favourite. 

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Tall Boots

Black leather square toe tall boot with a chunky sole

Luminous Tall Boot

Our newest tall boot friend.

Sharp, warm, and confident, Luminous is effortlessly wearable. Featuring a lightweight cleated sole and a defined square toe.

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Black leather knee-high boot with a chunky black sole on a white background

Patience Boot 

The modern wardrobe essential.

Cosy yet commanding, Patience is grounded by a rounded toe and chunky outsole. Made for city treks, late-night parties, and everything in between.

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Got cold feet?

For those who crave a constant hug through the colder months, our 100% Shearling-lined boots are the ultimate cosy staple. Because the lining remains tucked away, these styles transition seamlessly between sharp and active aesthetics. Naturally antibacterial and temperature-regulating, the shearling ensures you stay perfectly warm.

Black leather wool-lined Chelsea boots with brown soles on a white background

Black leather wool-lined Chelsea boot with brown sole on a white background

Barbar Wool Lined Chelsea Boots | Black Crush

Regular price $349
Sale price $349 Regular price
Pair of black chelsea boots with merino wool lining on a light gray background

Black leather wool lined boot on a light gray background

Everything 2.0 Wool Lined Boot | Black

Regular price $399
Sale price $399 Regular price
Person wearing black leather wool-lined Chelsea boots with brown soles on a white background

Black leather wool-lined Chelsea boot with brown sole on a white background

Barbar Wool Lined Chelsea Boots | Black Crush

Regular price $349
Sale price $349 Regular price
Black leather boots with wool lining worn by a person on a white background

Black leather wool lined boot on a light gray background

Everything 2.0 Wool Lined Boot | Black

Regular price $399
Sale price $399 Regular price
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Don't Just Take Our Word For It

Risha P.

Finally a shoe that hugs the ankles perfectly with no awkward space in between, and that allows enough space for my orthotics. The rubber toe looks cool enough to wear outside of work, and is perfect for the rainy winter months.

Jacqueline T.

Love love love these boots they are everything I wished for and more. Super comfortable - think sneaker comfy! True to size and go with EVERYTHING. Very happy customer.

BK

Timeless style, fantastic quality, worth every cent! If you have a wide calf, try these stunners. Brilliant care in the Fitting Salon, love your work RY xx

Jacki M.

These boots arrived promptly & they exceeded my expectations before even trying on. They have beautiful shine & texture, but most importantly so comfortable. They kind of run between a boot & a funky hi top sneaker. The brand really delivers!

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