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6.
Once considered generally cool, this brand of preppy retail clothing has since become symbolic with certain upper-class groups dedicated to furthering only themselves.

Almost exclusively made in China. Poorly made and ill-fitting, they usually come in obnoxious pastels.

Still popular with wealthy, status-obsessed, young, white males and prep-school students (see The 1%). Also popular with wealthy, status-obsessed, young, white males in private school fraternities.
Chad went to the frat party wearing his best vineyard vines outfit - a pink polo shirt and red Bermuda shorts - in hopes that the house president would instantly recognize he was a man of wealth and status. Chad wanted to experience the frat's exclusive access to the best drugs, women and legal counsel.
by Un-occupy Wallstreet February 14, 2013
 
1.
A preppy brand of clothing started by two brothers (Shep and Ian). It has got a laid back, sort of relax and hang out in Martha's Vineyard or Nantucket sort of theme. It is growing in popularity and they even opened their flagship store in Edgartown (Martha's Vineyard) last year (July 2005). They make fun, comofortable clothing and accessories. It is sort of known as a "new preppy" style, and is very New England. They make a lot of nice ties, with fun, creative prints.
"Hey Ted, lets go buy a few ties at Murray's Toggery Shop"
"Ok, let me just grab my Vineyard Vines 'harbor vest,' its so comfortable."
by TM March 25, 2006
 
2.
The best clothing company ever made
Hey man, is that tie Vineyard Vines?

Pffft, you know it!
by Charles Hargrave August 19, 2006
 
3.
Vineyard Vines is a new clothing brand best known for its brightly colored polo shirts and colorful ribbon belts. It has not yet been tarnished by GDI's, and it is not sold in department stores or malls. the logo is a really cool looking whale.
Preppy guy- should i wear my green or pink Vineyard Vines belt with this?
Girl- definetley the green on with the mermaids on it
by galang alang alang March 09, 2006
 
4.
Quite possibly the coolest clothing on the face of the earth. Clothing comes in very preppy cool colors. The company also makes great ties.
Guy: Hey babe, check out these awesome blue seersucker pants from Vineyard Vines.

Girl: Those are hot. You wanna grab a cup of coffee or something?
by fugocci January 20, 2009
 
5.
A clothing brand for rich, white kids from the upper crusts of American society. A modern touch to classic prep. Not yet tarnished by blacks and poors who have no business buying the clothing, like Ralph Lauren and Lacoste.
I bought this Vineyard Vines polo on Greenwich Avenue yesterday!
by dddiiiyyy October 10, 2011
 
7.
A clothing company based in Cape Cod for stuck up rich farts and ugly girls, who think they can some how transform themselves by wearing this overpriced and unattractive clothing brand.
Lets go waste 200 dollars on a Vineyard Vines belt.
by ShredGnar1234 June 23, 2009