4 Men's Canvas Sneakers Outfits to Wear Now

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The funny thing about a canvas sneaker is you can’t pin down a man’s personal style just by the knowledge that he owns a pair.

You could assume he’s got preppy roots, and that he only wears them with cuffed chinos and a polo shirt as he boards a boat with a silly name like “Knot My Problem” for a day of sailing. Or, maybe you think it’s his nod to California’s skate and surf scene when you see him wearing them with baggy shorts and a graphic tee.

More likely? He’s just a guy who likes how the shoe’s sturdy canvas uppers, grippy rubber outsole, and classic low-top profile bring an element of classic Americana to his daily ‘fits.

That’s why a canvas sneaker deserves a place in almost every guy’s warm weather wardrobe. Women absolutely love to see a man in this style of shoe because it exudes cool, casual confidence and can spark all kinds of stylish outfits.

In warm weather, consider reaching for a pair to wear with everything from weekend looks to a casual beach wedding.

How to wear canvas sneakers

with jeans

man standing in a backyard in front of a frence, wearing a red cap, blue striped short sleeve shirt, jeans, and white sneakers, drinking a beer — image: @billyarundell

Love how the jeans are hemmed shorter, showing just a peek of ankle.

Also great? The pop of red with that hat.

with a blazer

man wearing a blazer and jeans with white canvas sneakers sitting on the floor with his legs crossed — image: @jcrewmens

Now this is how you dress up a pair of canvas sneakers. Don’t be afraid to treat these throwback shoes the same way you would a pair of loafers — aka, wear them with everything in your closet right now.

You could also take these same sneakers and wear them with a linen suit or unstructured suiting separates to a casual summer wedding. Think: a ceremony held on the beach, or at a park.

with carpenter pants

man standing in front of a white wall with a bright-colored painting on it, wearing a graphic t-shirt with dark pants and blue sneakers — image: @thedustymirror

Had he not rolled the pants, this could look sloppy. But! Adding separation between the wider-leg pants and the slim profile of the sneakers makes this outfit look cool and quirky. The tucked-in shirt helps, too.

with shorts

man standing in front of a cabinet, wearing a blue varsity jacket, light shorts, blue sneakers, and tall white socks — image: @1lrg

When in doubt, pair back your canvas sneakers with your favorite pair of shorts for a warm weather look that won’t miss.

Below, shop canvas sneakers for guys:

white canvas sneaker, shown from the side against a white background — VANS
Authentic canvas sneaker in white, $60

shop on Huckberry

navy sneaker shown from above against a grey background — SPERRY
Cloud CVO deck sneakers, $80

shop on J.Crew

The Vans Authentic sneaker in white remain the OG canvas sneaker. If you don’t have a pair yet, this is the first style to add to your footwear repertoire.

From there, get creative! Canvas sneakers come in plenty of colors and styles, so take some time to find the right pair for you this summer.