The Memorial Day Sale

Take 20% Off almost everything at Checkout.

Vineyard Vines Shirts, Hats, Polos, Ties & More

Refine

65 products

  • Featured
  • Best selling
  • Alphabetically, A-Z
  • Alphabetically, Z-A
  • Price, low to high
  • Price, high to low
  • Date, old to new
  • Date, new to old
Charlottesville 1819 Logo Shep Shirt by Vineyard Vines 1 review
Regular Price
$ 98.50
Sale Price
$ 98.50
Regular Price
Unit Price
per 
Save 30%
Country Club Prep S / Red
Custom Nine Mile Performance 1/4 Zip in Coral Red by Vineyard Vines 2 reviews
Regular Price
$ 87.95
Sale Price
$ 87.95
Regular Price
$ 125.00
Unit Price
per 
Charlottesville Wahoo Logo Shep Shirt by Vineyard Vines
Regular Price
$ 98.50
Sale Price
$ 98.50
Regular Price
Unit Price
per 
Save 30%
Country Club Prep White / 0
Seersucker Fit and Flare Dress by Vineyard Vines
Regular Price
$ 110.95
Sale Price
$ 110.95
Regular Price
$ 158.00
Unit Price
per 
Save 30%
Country Club Prep 30W / 30L / Khaki
Stretch Breaker Pants in Khaki by Vineyard Vines 2 reviews
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Custom Breaker Pants by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Country Club Prep S / Grey
Custom Golf Pivot Quarter Zip in Twilight by Vineyard Vines
Regular Price
$ 87.95
Sale Price
$ 87.95
Regular Price
$ 125.00
Unit Price
per 
Save 30%
Custom Quilted Snap Placket Shep Shirt in Bimini Blue by Vineyard Vines 4 reviews
Regular Price
$ 101.95
Sale Price
$ 101.95
Regular Price
$ 145.00
Unit Price
per 
Save 30%
Country Club Prep S / Blue
Custom Golf Pivot Quarter Zip in Spinnaker by Vineyard Vines 1 review
Regular Price
$ 87.95
Sale Price
$ 87.95
Regular Price
$ 125.00
Unit Price
per 
Save 30%
Country Club Prep S / Blue
Custom Lindenhurst Quarter Zip in Jake Blue by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Country Club Prep S / Gray
Custom Snap Placket Fleece in Gray Heather by Vineyard Vines
Regular Price
$ 94.95
Sale Price
$ 94.95
Regular Price
$ 135.00
Unit Price
per 
Save 30%
Country Club Prep XS / Vineyard Navy
Collegiate Shep Shirt in Vineyard Navy by Vineyard Vines 1 review
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Country Club Prep S / Multi
Custom Party Snap Placket Fleece in Deep Bay by Vineyard Vines
Regular Price
$ 94.95
Sale Price
$ 94.95
Regular Price
$ 135.00
Unit Price
per 
Save 30%
Custom Quilted 1/4 Zip Shep Shirt in Charcoal Heather by Vineyard Vines 1 review
Regular Price
$ 101.95
Sale Price
$ 101.95
Regular Price
$ 145.00
Unit Price
per 
Country Club Prep XS / Navy
Longshanks Fleece Harbor Vest in Midnight Navy by Vineyard Vines 4 reviews
Regular Price
$ 89.50
Sale Price
$ 89.50
Regular Price
Unit Price
per 
Save 29%
Country Club Prep XS / White Cap
Jeep Back C.C. Prep Long Sleeve Tee Shirt in White Cap by Vineyard Vines 4 reviews
Regular Price
$ 33.95
Sale Price
$ 33.95
Regular Price
$ 48.00
Unit Price
per 
Save 30%
Country Club Prep Moonshine / S
Alder Longshore Shirt by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 29%
Country Club Prep S / Multi
Custom Newport Stripe Performance Polo in Flamingo by Vineyard Vines 1 review
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 29%
Country Club Prep S / Multi
Custom Newport Stripe Performance Polo in Hull Blue by Vineyard Vines
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 29%
Country Club Prep S / Multi
Custom Bowie Stripe Performance Polo in Kingfisher by Vineyard Vines 2 reviews
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 30%
Country Club Prep Seacliff Blue / S
Auger Performance Tucker Shirt by Vineyard Vines 1 review
Regular Price
$ 80.95
Sale Price
$ 80.95
Regular Price
$ 115.00
Unit Price
per 
Save 30%
Country Club Prep Hydrangea / XS
Long Sleeve Striped Whale Terry Hoodie by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.00
Unit Price
per 
Country Club Prep 30 / Khaki
9 Inch Stretch Breaker Shorts in Khaki by Vineyard Vines 1 review
Regular Price
$ 75.00
Sale Price
$ 75.00
Regular Price
Unit Price
per 
Save 29%
Country Club Prep Hydrangea / XS
Women's Radiant Whale Pocket Tee by Vineyard Vines
Regular Price
$ 29.95
Sale Price
$ 29.95
Regular Price
$ 42.00
Unit Price
per 
Save 30%
Country Club Prep Deep Bay Heather / XS
Relaxed Hoodie Shep Shirt by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.00
Unit Price
per 
Save 29%
Country Club Prep Stone / 28
8 Inch Performance Breaker Shorts by Vineyard Vines 1 review
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 30%
Country Club Prep Stone / 30W / 30L
Canvas 5 Pocket Slim Pants by Vineyard Vines 1 review
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 42%
Country Club Prep XS / Blue
Flag Whale CC Prep Long Sleeve Tee Shirt in Blue Blazer by Vineyard Vines 7 reviews
Regular Price
$ 28.00
Sale Price
$ 28.00
Regular Price
$ 48.00
Unit Price
per 
Save 50%
Custom Lemon Shark Performance Slim Tucker Shirt by Vineyard Vines
Regular Price
$ 62.50
Sale Price
$ 62.50
Regular Price
$ 125.00
Unit Price
per 
Save 29%
Country Club Prep XS / Blue
Flag Whale CC Prep Tee Shirt in Blue Blazer by Vineyard Vines 3 reviews
Regular Price
$ 29.95
Sale Price
$ 29.95
Regular Price
$ 42.00
Unit Price
per 
Save 29%
Country Club Prep XS / White
Custom Everyday Should Feel This Good Long Sleeve Tee in White by Vineyard Vines 11 reviews
Regular Price
$ 33.95
Sale Price
$ 33.95
Regular Price
$ 48.00
Unit Price
per 
Save 29%
Vineyard Vines Custom USA Flag Pocket T-Shirt in Blue Blazer by Vineyard Vines
Custom USA Flag Pocket T-Shirt in Blue Blazer by Vineyard Vines 1 review
Regular Price
$ 29.95
Sale Price
$ 29.95
Regular Price
$ 42.00
Unit Price
per 
Save 29%
Whale Canvas Club Belt by Vineyard Vines
Regular Price
$ 47.95
Sale Price
$ 47.95
Regular Price
$ 68.00
Unit Price
per 
Save 30%
Tropical Fronds Classic Murray Shirt by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Country Club Prep 30 / Lobster Reef
9 Inch Stretch Breaker Shorts in Lobster Reef by Vineyard Vines 2 reviews
Regular Price
$ 75.00
Sale Price
$ 75.00
Regular Price
Unit Price
per 
Save 30%
3 Stripe Bungee Belt by Vineyard Vines
Regular Price
$ 54.95
Sale Price
$ 54.95
Regular Price
$ 78.00
Unit Price
per 
Save 29%
Country Club Prep 30 (fits size 28 pants) / Multi
Custom Charlottesville Canvas Belt by Vineyard Vines 1 review
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 85.00
Unit Price
per 
Save 30%
Country Club Prep Deep Bay / 0
Seersucker Chilmark Relaxed Button Down by Vineyard Vines
Regular Price
$ 61.95
Sale Price
$ 61.95
Regular Price
$ 88.00
Unit Price
per 
Save 30%
Country Club Prep Iris / 0
Alicetown Gingham Chilmark Classic Button Down by Vineyard Vines
Regular Price
$ 54.95
Sale Price
$ 54.95
Regular Price
$ 78.00
Unit Price
per 
Save 30%
Custom Classic Fit Evernia On-The-Go Performance Tucker Shirt by Vineyard Vines
Regular Price
$ 80.95
Sale Price
$ 80.95
Regular Price
$ 115.00
Unit Price
per 
Save 30%
Custom Classic Fit Aberdeen Tucker By Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Country Club Prep S / Rose Pink
Custom Middleton Place Plaid Performance Flannel Slim Tucker Shirt in Rose Pink by Vineyard Vines
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
Save 30%
Country Club Prep S / Moonshine
Heritage Sherpa Vest in Moonshine by Vineyard Vines
Regular Price
$ 89.95
Sale Price
$ 89.95
Regular Price
$ 128.00
Unit Price
per 
Save 30%
Country Club Prep 30W / 30L / Anchor Gray
Stretch Breaker Pants in Anchor Gray by Vineyard Vines 1 review
Regular Price
$ 68.95
Sale Price
$ 68.95
Regular Price
$ 98.50
Unit Price
per 
In 1998, brothers Shep and Ian Murray removed their corporate suits for good, and began the wild adventure of crafting attire exclusively for preps. The Murray boys set their sights on Martha’s Vineyard, Massachusetts — which happens to be one of the preppiest places on earth — and launched the Vineyard Vines label with 800 funky-printed ties. When they sold out their entire stock within one week of opening, they knew they had touched on something quite special.

We are huge fans of their now-classic Shep Shirts, which are perfect to throw on for a cool summer night or breezy day out on the water. The Shep Shirt looks perfect with any of their chino shorts for summer, or khaki pants in the fall. We carry the Limited Edition Shep Shirt in Navy which is exclusive to Country Club Prep, and a bestseller. This casual cotton terry pullover is a great way for both men and women to layer while looking preppy. If you enjoy being warm but require freedom from the confines of sleeves, check out our selection of Vineyard Vines fleece vests, also embellished with their branded on the chest.

In addition to the Limited Edition Shep Shirt and our custom fleece pullovers and vests, we are proud to carry custom tee shirts in an array of designs. With the well-known whale logo, these tees make the perfect gift for any proud prep. We also carry dresses and blouses from their now-expansive selection of women's apparel in traditionally preppy styles from seersucker to shift dresses.

Country Club Prep is thrilled to offer the preppy creations of Vineyard Vines clothing, a strong brand that has stood the test of time, and offers traditional, yet distinguishable looks for the whole family.