Step Into The Future With Rockport Shoes

With styles so fashionable, they’re sure to be your sole-mate.

Photographer: Teri Roberts 

Still clinging to those dated square-toe, scuffed-soled lace-ups? It's time to set them free (to a donation bin). Your shoes should be as sharp as your wardrobe. Enter Rockport, now striding confidently into South Africa. With over 45 years of shoe wizardry, they’ve perfected the blend of comfort and style. Their collection is a game-changer, offering everything from classic to modern designs for every occasion. And the best part? They’ve seamlessly integrated athletic shoe tech into all their footwear for comfort that feels like you’re walking on air. Here are my top picks to take you from boardroom boss to weekend warrior.

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Ready to upgrade your shoe game?

ROCKPORT FALLO DRESS LACE UP

FALLO DRESS LACE-UP ALMOND TOE OXFORDS

You can always count on Rockport to bring the A-game when it comes to menswear essentials. Case in point: these tan Oxford shoes with brogue detailing. They’re basically the MVP of any sharp nine-to-five wardrobe. Designed with a comfy regular fit, they hit every style requirement—polished leather, lace-up construction, a sleek almond-shaped toe, and those intricate stitch details. And thanks to the truTECH® technology and orthotic-friendly design, they’ve got your back (and your feet) for the long haul.

Rockport Findlay Dress Lace-Up

FINDLAY DRESS LACE-UP ALMOND TOE OXFORDS

Rockport's Findlay Oxford shoes set the benchmark for sophistication and comfort. The black, high-shine leather and neat top-stitching that defines the toe cap – give off serious dapperness. It’s perfect for any occasion that requires you to look sharp. But what sets these apart is the truTECH® technology, providing lightweight shock absorption for all-day comfort. And, they're orthotic friendly, so you can strut in style without sacrificing support.

ROCKPORT CEDRIC DRESS LACE-UP

CEDRIC DRESS LACE-UP ALMOND TOE OXFORDS

Oxfords have a reputation as the go-to shoes for the old-money elite, but the Rockport’s Cedric Oxfords is next level. These almond-hued, slip- and water-resistant stunners are anything but traditional, they’re the perfect match for jeans and chinos. Featuring truTECH® technology—a cutting-edge, lightweight shock-absorbing foam—provides extra cushioning in the heel area. Whether you're navigating boardrooms, running errands, or heading out for dinner, these Oxfords are built for the dynamic, multi-tasking man.

ROCKPORT FLYNN LACE-UP ALMOND TOE CASUAL BOOTS

FLYNN LACE-UP ALMOND TOE CASUAL BOOTS

No boot straddles the smart-casual fence quite like the Flynn ankle boot. With its adjustable lace-up front, round toe, and padded ankle collar, it’s the kind of shoe that says, "I’m going places," whether that's in the office or at the bar. And let's not forget the truTECH® technology and orthotic-friendly design, which make comfort a priority. These boots go well with a blazer and slim chinos, but let's be honest—they’d look just as good paired with a leather jacket and jeans. 

WALTON LACE-UP ALMOND OXFORDS

If you’re only going to invest in one pair of smart casual lace-ups, make it a classic pair that will serve you for years to come. These Walton round toe lace ups with the  sturdier sole are like the laid-back cousin of brogues and wingtips—cool, effortless, and slightly smooth. Whether you’re suiting up, going casual in jeans, they the perfect match. The real kicker? It could be their timeless design, top-tier craftsmanship, the  truTECH® technology,  or the fact they’re just ridiculously easy to dress up or down. Pick your favourite feature—there’s no wrong answer.


The Best Rockport Shoes for Work and Play

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