Spring Is For Looking Preppy & This Is How You Make It Happen

Spring Is For Looking Preppy & This Is How You Make It Happen

You don’t have to be drinking a dark’n’stormy at your country club to wear these classics.    

By Courtney Thompson

Preppy clothing doesn’t have a designated season, per se, but clearly the genre hits its peak in warmer temps—ya know, when we’re all out yachting, or hitting the links, or just sipping beachcomber cocktails while we laze away on the sand. Just kidding. While we may get to do that a few days or weeks this summer, more often than not you’re going to find us heading to the office or grocery store or playground. But that’s what’s great about the prepster look—it’s aspirational, meaning, you wear it wishing you were on a yacht or golf course or beach. And, oh yeah, it’s super cute and flattering too.

Alas, because we never met a nautical stripe we didn’t heart, we decided to roundup 15 preppy looks that you’re going to want in your closet this spring (and you’ll be donning straight through Labor Day and beyond). So, let’s all agree to meet at the Barnacle Pub to watch that regatta race this summer—popped collar optional! See you there, fellow preppies. 

Cabi Maritime Trench

BUY FROM: Cabi, $189

Stella & Dot Reversible Voyage Tote

BUY FROM: Stella & Dot, $79

Prince & Fox Crinkle Plaid Tank

BUY FROM: Aeropostale, SALE $12 (Regularly $39.50, 70% Off!)

Saint James for J.Crew Colorblock Stripe T-Shirt

BUY FROM: J. Crew, $128

Madewell Kenya Skinny Tank

BUY FROM: Nordstrom, $35

Style Mafia Locka Top

BUY FROM: Shopbop, $60

BlankNYC Boyfriend Denim Shorts

BUY FROM: Nordstrom, $78

Vineyard Vines Sailing Stripe Romper

BUY FROM: Vineyard Vines, $108

YMC Breton Stripe Long Sleeved Jersey Dress

BUY FROM: ASOS, SALE $103 (Regularly $178, 42% Off!)

Jeffrey Campbell Regalo Slide Sandals

BUY FROM: Anthropologie, $128

AG The Juliette Shorts

BUY FROM: Shopbop, $138

Fred Perry White and Green Leather Sneakers


Tory Burch Noelle Cropped Boot Jean

BUY FROM: Spring, $225

Target Preppy Round Sunglasses

BUY FROM: Target, $14.99

Solid & Striped The Anne Marie One Piece

BUY FROM: Shopbop, $168

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