Winter Shoe-Styling Guide


There are some who believe that you only have two options in winter: Either look good, or be warm. 

We disagree!

Let us walk you through some of our favourite ways to style your Sebagos for the winter months.

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Photo Credit: Pinterest

Boat Shoes

Boat shoes may have been created for the warmer seasons and were originally meant for the seaside life. But just as the shoe has evolved over time to become a smart-casual staple, its classic look has also become adaptable.

We’re not about boxes or about rules to be followed. We’re about making your own rules as you go. 

Pair a classic boat shoe with a trendy or patterned sock, do a pin-roll with your jeans or chino, and there you have it!

Of course, in South Africa, we are lucky to have a much milder winter than in some other countries. So if you’re in a warmer area (for example, Durban), you may still be able to get away with pairing your boat shoes with secret socks to show some skin the traditional way.

Wing Tip – Formal and Casual

For a formal shoe ideal for when you want to spiff up your look, the Smyth Wing Tip will allow you to be warm, comfortable and stylish. This versatile shoe is available in both black and brown, and shows off its extra craftsmanship with intricate broguing.

For something more casual but still able to add some extra finesse to your weekend look, the Reid Wing Tip will set you apart from the rest. Choose from blue or taupe to match your personal style. 

Smyth Reid


For a rustic and warm look, a slim jeans or chino which is long enough for the cold but short enough not to fold or collect at the bottom, will pair perfectly with the suede Askook moccasins and a flannel shirt with layers. 

Alternatively, give this shoe the same treatment as you would your boat shoes in winter with socks and a pin-roll.

These moccasins, inspired by the Native American tribes, complement a number of winter looks with ease, and are available in cognac and olive.

Photo Credit: Poppyns

So don’t let winter get you down, seize the opportunity to forge fashionable new looks and set fire to the streets.