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
Stella & Dot Reversible Voyage Tote
Prince & Fox Crinkle Plaid Tank
Saint James for J.Crew Colorblock Stripe T-Shirt
Madewell Kenya Skinny Tank
Style Mafia Locka Top
BlankNYC Boyfriend Denim Shorts
Vineyard Vines Sailing Stripe Romper
YMC Breton Stripe Long Sleeved Jersey Dress
Jeffrey Campbell Regalo Slide Sandals
AG The Juliette Shorts
Fred Perry White and Green Leather Sneakers
Tory Burch Noelle Cropped Boot Jean
Target Preppy Round Sunglasses
Solid & Striped The Anne Marie One Piece
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