Popular Preppy Clothing for Women & Men

Everyone likes to stand out in a crowd, but there's wisdom in large numbers. These are the most popular preppy products on our site, and by extension, on the planet!

Authentic Tee by Southern MarshCountry Club Prep Coral / S

Authentic Tee by Southern Marsh

8 reviews
$ 35
Washed Authentic Tee by Southern MarshWashed Authentic Tee by Southern Marsh

Washed Authentic Tee by Southern Marsh

5 reviews
$ 35
Montauk Madras Shorts by Country Club PrepMontauk Madras Shorts by Country Club Prep

Montauk Madras Shorts by Country Club Prep

1 review
$ 120
Skipjack Classic Fit Pant in Sandstone Khaki by Southern TideCountry Club Prep 30W x 32L

Skipjack Classic Fit Pant in Sandstone Khaki by Southern Tide

2 reviews
$ 125
Cotuit Madras Shorts by Country Club PrepCotuit Madras Shorts by Country Club Prep

Cotuit Madras Shorts by Country Club Prep

3 reviews
$ 120
Vineyard Madras Shorts by Country Club PrepVineyard Madras Shorts by Country Club Prep

Vineyard Madras Shorts by Country Club Prep

2 reviews
$ 120
The Seawash Authentic Tee by Southern MarshThe Seawash Authentic Tee by Southern Marsh

The Seawash Authentic Tee by Southern Marsh

2 reviews
$ 35
Palm Beach Navajo Sandal in Black by Jack RogersCountry Club Prep Black / 6

Palm Beach Jack Sandal in Black by Jack Rogers

12 reviews
$ 128
American Flag Needlepoint Belt in Navy by Smathers & BransonCountry Club Prep Navy / 32 (fits size 30 pants)

American Flag Needlepoint Belt in Navy by Smathers & Branson

$ 175
University of Georgia Bulldog Needlepoint Belt in Black by Smathers & BransonCountry Club Prep 32 (fits size 30 pants) / Black

University of Georgia Bulldog Needlepoint Belt in Black by Smathers & Branson

2 reviews
$ 175
SEC Needlepoint Belt in Stone by Smathers & BransonCountry Club Prep Stone / 32 (fits size 30 pants)

SEC Needlepoint Belt in Stone by Smathers & Branson

1 review
$ 175
Hamptons Navajo Sandal in Gold by Jack RogersCountry Club Prep Gold / 6

Hamptons Jack Sandal in Gold by Jack Rogers

32 reviews
$ 128
Hamptons Navajo Sandal in Silver by Jack RogersCountry Club Prep Silver / 6

Hamptons Jack Sandal in Silver by Jack Rogers

6 reviews
$ 128
Custom Lemon Shark Performance Slim Tucker Shirt by Vineyard VinesCustom Lemon Shark Performance Slim Tucker Shirt by Vineyard Vines

Custom Lemon Shark Performance Slim Tucker Shirt by Vineyard Vines

$ 62.50 $ 125
Napa Valley Navajo Sandal in Cork and Gold by Jack RogersCountry Club Prep 6

Napa Valley Jack Sandal in Cork and Gold by Jack Rogers

15 reviews
$ 118
Plain Front Pants in Faded Red by Country Club PrepPlain Front Pants in Faded Red by Country Club Prep

Plain Front Pants in Faded Red by Country Club Prep

3 reviews
$ 79.50 $ 135
Whiskey Row Leather Tab Belt in Navy by Country Club PrepCountry Club Prep 32 (fits size 30 pants) / Navy

Whiskey Row Leather Tab Belt in Navy by Country Club Prep

16 reviews
$ 59.50
Shamrock Needlepoint Belt in Dark Navy by Smathers & BransonCountry Club Prep 32 (fits size 30 pants) / Navy

Shamrock Needlepoint Belt in Dark Navy by Smathers & Branson

1 review
$ 175
Golfer's Life Needlepoint Belt in Blue by Smathers & BransonCountry Club Prep 32 (fits size 30 pants) / Blue

Golfer's Life Needlepoint Belt in Blue by Smathers & Branson

4 reviews
$ 175
Florida Life Needlepoint Belt in Classic Navy by Smathers & BransonCountry Club Prep 34 (fits size 32 pants) / Navy

Florida Life Needlepoint Belt in Classic Navy by Smathers & Branson

1 review
$ 175
Southern Tide T3 Brrrº Gulf Performance Short by Southern TideCountry Club Prep True Navy / 30

T3 Brrrº Gulf Performance Short by Southern Tide

2 reviews
$ 99.50
Men's Newport Sandal by T.B. PhelpsMen's Newport Sandal by T.B. Phelps

Men's Newport Sandal by T.B. Phelps

1 review
$ 60
Palm Beach Navajo Sandal in White by Jack RogersWomen's Sandals - Palm Beach Navajo Sandal In White By Jack Rogers

Palm Beach Jack Sandal in White by Jack Rogers

8 reviews
$ 128
Stretch Performance Polo by Open MondaysStretch Performance Polo by Open Mondays

Stretch Performance Polo by Open Mondays

1 review
$ 75
Vineyard Vines Margo Shirt Dress by Vineyard VinesCountry Club Prep Madras Patchwork / 0

Margo Shirt Dress by Vineyard Vines

$ 148
Sailor's Delight Patch Madras Leather Tab Belt by Country Club Prep

Sailor's Delight Patch Madras Leather Tab Belt by Country Club Prep

$ 59.50
Birdie Prep-Formance Polo by Johnnie-OBirdie Prep-Formance Polo by Johnnie-O

Birdie Prep-Formance Polo by Johnnie-O

$ 79
Dancing Bears Needlepoint Belt in Navy by Smathers & BransonCountry Club Prep 34 (fits size 32 pants) / Multi

Dancing Bears Needlepoint Belt in Navy by Smathers & Branson

4 reviews
$ 175
Mulligan Needlepoint Belt by Smathers & BransonCountry Club Prep Dark Navy / 32

Mulligan Needlepoint Belt by Smathers & Branson

$ 175
Country Club Prep 30 / Stone

The Skipjack 9" Short in Stone by Southern Tide

6 reviews
$ 85
True Prep Patch Madras Leather Tab Belt by Country Club Prep

True Prep Patch Madras Leather Tab Belt by Country Club Prep

1 review
$ 59.50
Jack Rogers Hamptons Navajo Sandal in Platinum by Jack RogersCountry Club Prep Platinum / 6

Iconic Jack Rogers Jack Sandals in Platinum

42 reviews
$ 128
Marin Prep-Formance Pant in Cloud Break by Johnnie-OCountry Club Prep Cloud Break / 32W / 30L

Marin Prep-Formance Pant in Cloud Break by Johnnie-O

1 review
$ 125
Skipjack Classic Fit Pant in Stone by Southern TideCountry Club Prep 30W x 32L

Skipjack Classic Fit Pant in Stone by Southern Tide

1 review
$ 125
Spinnaker Blazer With Embroidered White Anchor in Slate by Castaway ClothingSpinnaker Blazer With Embroidered White Anchor in Slate by Castaway Clothing

Spinnaker Blazer With Embroidered White Anchor in Slate by Castaway Clothing

$ 122.50 $ 245
Tan Seersucker Shorts by Country Club Prep

Tan Seersucker Shorts by Country Club Prep

1 review
$ 120
Coastal Passage Ahull Sport Shirt by Southern TideCoastal Passage Ahull Sport Shirt by Southern Tide

Coastal Passage Ahull Sport Shirt by Southern Tide

$ 120
Heathered Driver Striped Brrr Performance Polo by Southern TideHeathered Driver Striped Brrr Performance Polo by Southern Tide

Heathered Driver Striped Brrr Performance Polo by Southern Tide

2 reviews
$ 99.50
Vineyard Vines Canvas 5 Pocket Slim Pants by Vineyard VinesCountry Club Prep Stone / 30W / 30L

Canvas 5 Pocket Slim Pants by Vineyard Vines

1 review
$ 98.50
Custom Breaker Pants by Vineyard VinesCustom Breaker Pants by Vineyard Vines

Custom Breaker Pants by Vineyard Vines

$ 98.50
The Regatta 6" Short Flat Front in Khaki by Southern MarshCountry Club Prep 30 / Khaki

The Regatta 6" Short Flat Front in Khaki by Southern Marsh

2 reviews
$ 59
The Regatta 6" Short Flat Front in Audubon Tan by Southern MarshCountry Club Prep 30 / Tan

The Regatta 6" Short Flat Front in Audubon Tan by Southern Marsh

1 review
$ 59
Sawyer Stretch 6 Pocket Pant by Johnnie-OSawyer Stretch 6 Pocket Pant by Johnnie-O

Sawyer Stretch 6 Pocket Pant by Johnnie-O

$ 145
Country Club Prep Travis Moc Croc Belt by Country Club PrepCountry Club Prep Travis Moc Croc Belt by Country Club Prep

Travis Moc Croc Belt by Country Club Prep

$ 115
Sperry Men's Authentic Original Boat Shoe in Navy by Sperry

Men's Authentic Original Boat Shoe in Navy by Sperry

1 review
$ 95
Authentic Tee in Washed Barbados Blue by Southern MarshCountry Club Prep S / Washed Barbados Blue

Authentic Tee in Washed Barbados Blue by Southern Marsh

5 reviews
$ 35
Country Club Prep Olive / MDubarry of Ireland Headford Waxed Cotton Jacket by Dubarry of Ireland

Headford Waxed Cotton Jacket by Dubarry of Ireland

$ 279 $ 379
Country Club Prep 38R / Blue

The Spring Blazer in Light Blue by Country Club Prep

1 review
$ 137.50 $ 275