Tag Archives: flip flops

The Boss’ Back to School Style Guide via Vineyard Vines

As prep school orientations are wrapping up and classes are just around the corner, many preps are finding their summer outfits of choice (button downs and bathing suits) don’t quite meet dress code. So, here are a few back to prep school wardrobe ideas for all of our readers and fans.

For the nautical boarding schoolers. St. George’s. Tabor. You know who you are. You spend your summer days sailing off the shores of Newport, and by night you charter helicopters to local parties. For the fall, trade in your Rainbow flip flops for boat shoes and button up your button down.

This look is strictly for the adrenaline-junkie prep schoolers. I see you on the ISL ski teams. I see you VT, NH, and ME boarding schools, where 1 out of 10 alums become ski bums living off trust funds. You spend your summers on a lake up north, or chilling by the ocean with George Bush Sr. Your school has a somewhat casual dress code and this outfit gives you a rebellious, earthy crunchy look.

What’s up Mid-Atlantic preps? New England preps reign supreme, but I know you’re down there trying hard. Dad works in D.C. so you can enjoy crab cakes on the Potomac at the family estate. You a little geo-curious–much like your forefathers. You can’t decide if your Northern prep, or Southern. So, you bring the two styles together.

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Filed under Prep School Life, Swag for the gents, Swag for the ladies

Fresh Off The Boat



Vineyard Vines put out some prep new releases this spring! They combine island style with prep style and tie it all together with a classic feel.

I was just in the VV store at the Prudential Center in Boston yesterday and picked up a Mariner 1/4 Zip for the spring. Check out the above styles and get yourself some ASAP! 

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Filed under Fashion, Swag for the gents