The look of a fresh-fitted hat with a pair of spiffy sneakers is hard to beat. It’s impossible for this combination to go out of style. But there is a trick to pulling off this look. Throwing on a cap and your favorite pair of kicks is definitely not how it’s done. Of course, there are many roads you can take to look great and stylish in a fitted hat and sneakers, so let’s explore some of the options. 

1. Modern Matching

In the early 2000s, matchy-matchy and monochromatic looks were big. But nowadays you don’t have to be so literal with your pairings. Instead of wearing blue great fitted hats Canada with blue sneakers, consider matching the accenting colors. This will give you a more thoughtful and complementary pairing that is sure to turn heads. 

2. Remember the Big Picture

The last thing you want to do is forget about the rest of your outfit because you’re putting too much focus on your footwear and your hat. Make sure that your pants and your shirt are integrated into the look. A great hat and shoes can be completely derailed if the outfit itself is lacking. Keep it simple with some great jeans or slim-fit sweatpants and a cool graphic t-shirt.

3. Choose a Standout Piece

When you pair the right fitted hat and sneakers with a basic outfit, it helps to make sure that either your sneakers or your fitted is a standout piece. A nice pop of interest is exactly the kind of touch that will take a boring everyday kind of outfit from drab to fab. Keep in mind that less is usually more. If both your hat and your sneakers are shouting loud and proud, it could create a bit of a clash.

4. Represent Your Team

You will never go wrong wearing your favorite sports team’s colors. As the years wear on, teams recycle the team looks and change up the color schemes to keep things fresh. Feel free to capitalize on this and give your fitted sneakers a retro look or maybe a super modern and in-the-moment look.

5. Be Creative

Since this is such a deeply rooted and timeless style, there won’t be a day when you won’t find someone rocking this look. If you want to be a stand-out, you’ll need to get creative with the way that you put this look together. Try wearing a hat in a unique color or color scheme. Or even more clever, is to pair your fitted with a unique sneaker. They could be custom, hand painted, a designer brand, or a small fashion startup. 

When it comes to your personal style, there’s no substitution for going with your gut instincts. If you think there’s something off about your outfit, there probably is. Don’t be afraid to take it down to the skivvies and start again. There’s a lot of creativity and versatility that goes into classic casual wear, so have fun and don’t be afraid to experiment.