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Preppy Is Back. Here’s How to Wear It

Including Todd Snyder, Rowing Blazers, Rancourt and more.

rowing blazers

This spring, preppy style is back in a big way. While all of the garments are familiar, brands are playing with color and fit, tweaking the look’s mid-century building blocks for a modern audience. They’re not reinventing the wheel, but the small updates make a noticeable difference, giving this classic style a fresh look. If you’re looking to update your wardrobe, it will be hard not to stumble on some of these preppy pieces. Below, a few of our favorites to get you started.

Todd Snyder Tipped Polo

This elevated version of the polo shirt is knit from an Italian silk blend. It features tipping at the sleeve, collar and at the single chest pocket. Made with a relaxed fit, the shirt has side vents if you choose to wear it untucked.

Buy It Now: $198

Beams F Button-Down Shirt

This Japanese button-down shirt is made from thick white cotton and features a standard chest pocket and back box pleat. Designed with a slim fit, the style fits true to size and is available in sizes 15 to 17.

Buy It Now: $195

Rowing Blazers Destroyed “X” Blazer

This worn-in cotton twill blazer is styled after jackets worn at the annual Dutch Varsity regatta. Made in New York, it features raw edges along the notch lapel and around the chest pocket. The modern cut and comes in sizes 36 to 48.

Buy It Now: $895

Norse Projects Haga Twill Shorts

Though the style of these creased shorts is pretty unassuming, the material is not. They’re made from a wrinkle-resistant technical twill, so they’ll still look sharp after a day of wear.

Buy It Now: $240

AMI Cropped Twill Trousers

These slim creased chinos make a fashion-forward statement with a high-cropped hem. Made from a hefty cotton twill, the mid-rise style hits over the ankle and includes belt loops and a hook-and-button closure.

Buy It Now: $325

Crescent Belt Manufacturers Alligator Belt

If you want the best alligator belt, regardless of season, you should check out Crescent Belt Manufacturers. The heritage Louisiana maker does not cut any corners and its products are truly top notch.

Buy It Now: $495

Rancourt and Co. Beefroll Penny Loafers

Rancourt makes incredible handmade shoes in Maine, and its prices are still some of the best. This classic penny loafer style hasn’t changed a whole lot since it was introduced, but the quality construction justifies the price.

Buy It Now: $295

Jacques Marie Mage Fitzgerald Sunglasses

These Wayfarer-esque shades are actually inspired by the mid-century American Optical Saratoga silhouette. Made in Japan from 10mm acetate, they feature sterling silver hardware, vintage green CR39 lenses and custom double-laminated acetate temples.

Buy It Now: $525

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