Ask Harry: How to Style a Sport Jacket
Three ways to wear a sport jacket without feeling stuffy.
We’ve said it before and we’ll say it again: the sport jacket is the most underrated item in a man’s wardrobe.
Striking the perfect balance between casual and formal, sport jackets are more relaxed than suit jackets but sharper than overshirts or soft jackets. And best of all? They’re remarkably easy to style.
Here’s how to wear three different sport jackets in three distinct ways.
Refined & Everyday
For a clean and contemporary everyday look, layer a houndstooth sport jacket over a simple tee and pair with dark denim and refined sneakers.
This combination is effortless yet polished — making it perfect for weekend brunch, gallery visits, or casual dinners with friends.
This is a go-to outfit when you want to look elevated yet feel laid-back.
Smart-Casual
When you need to elevate your style without fully going formal, reach for a mélange-textured sport jacket.
Worn over a knit polo and tailored trousers, it strikes the right chord between relaxed and refined.
This look shines on dressed-down office days or upscale date nights — offering sophistication without any stiffness.
Occasion-Ready
For those more elevated moments — like weddings, date nights, or special events — a navy check sport jacket delivers structure and style. Pair yours with a crisp dress shirt, pleated trousers, a tie, and loafers.
The result? A sharp, occasion-ready outfit that exudes intention and elegance without the need for a suit.
