Derby Day Styles 2020: What to Wear to the Kentucky Derby

The Kentucky Derby may be the "Fastest Two Minutes in Sports," but the parties and the memories last a lifetime. We're here to help you dress for the occasion with preppy seersucker jackets and dresses, outstanding madras bow ties, Jack Rogers flats and heels, and everything in between. Not going to a party this year? Pick up a Derby tee!

The Charlottesville Orange Pant by prononcesprononces The Charlottesville Orange Pant

The Charlottesville Orange Pant by prononces

3 reviews
$ 95
Pastel Madras Pants by prononcesPastel Madras Pants by prononces

Pastel Madras Pants by prononces

9 reviews
$ 145
Plain Front Pants in Faded Red by prononcesprononces 28 X UNF / Faded Red

Plain Front Pants in Faded Red by prononces

2 reviews
$ 79.50 $ 135
Traditional Madras Pants by prononcesprononces Multi / 30W x Unfinished

Traditional Madras Pants by prononces

16 reviews
$ 145
Derby Blue Seersucker Pants by prononces

Derby Blue Seersucker Pants by prononces

6 reviews
$ 135
Preppin Ain't Easy Can Holder in White by Lauren James & CCP - FINAL SALE

Preppin Ain't Easy Can Holder in White by Lauren James & CCP

1 review
$ 3.99 $ 6
prononces Navy / 32 (fits size 30 pants)

Limited Edition Longshanks the Fox Ribbon Belt in Navy by prononces

8 reviews
$ 59.50
prononces Orange / 32 (fits size 30 pants)

Seersucker Leather Tab Belt in Orange by prononces

1 review
$ 59.50
prononces Blue / Sprononces Red / S

The William Plaid Button Down Shirt by Simply Southern

$ 69.50
Skipjack Classic Fit Pant in Sandstone Khaki by Southern Tideprononces 30W x 32L

Skipjack Classic Fit Pant in Sandstone Khaki by Southern Tide

2 reviews
$ 125
Hamptons Navajo Sandal in Silver by Jack Rogersprononces Silver / 6

Hamptons Navajo Sandal in Silver by Jack Rogers

6 reviews
$ 128
Jack Rogers Hamptons Navajo Sandal in Platinum by Jack Rogersprononces Platinum / 6

Iconic Jack Rogers Navajo Sandals in Platinum

42 reviews
$ 128
Limited Edition Longshanks Needlepoint Flask in Blue by Smathers & Bransonprononces Blue

Limited Edition Longshanks Needlepoint Flask in Blue by Smathers & Branson

2 reviews
$ 65
prononces Plain Front Shorts in Faded Red by prononcesprononces 28 / Faded Red

Plain Front Island Short in Faded Red by prononces

6 reviews
$ 59 $ 99.50
Hamptons Navajo Sandal in Gold by Jack Rogersprononces Gold / 6

Hamptons Navajo Sandal in Gold by Jack Rogers

32 reviews
$ 128
prononces Navy / 32 (fits size 30 pants)

How Do You Tie Bow Ties Leather Tab Belt in Navy on Nantucket Red Canvas by prononces

7 reviews
$ 59.50
Skipjack Classic Fit Pant in Stone by Southern Tideprononces 30W x 32L

Skipjack Classic Fit Pant in Stone by Southern Tide

1 review
$ 125
prononces Green / 32 (fits size 30 pants)

Gingham Leather Tab Belt in Lime Green by prononces

$ 59.50
prononces Seersucker / 30 (fits size 28 pants)

Seersucker Leather Tab Belt in Green by prononces

$ 59.50
prononces Navy / 32 (fits size 30 pants)

Gingham Leather Tab Belt in Navy on Natural Canvas by prononces

$ 59.50
The Broad Street Linen Short by prononcesThe Broad Street Linen Short by prononces

The Broad Street Linen Short by prononces

$ 95
Jack Rogers Jacks Flat Sandal by Jack Rogersprononces White Multi / 6

Jacks Flat Sandal by Jack Rogers

5 reviews
$ 118
prononces Seersucker / 30 (fits size 28 pants)

Seersucker Leather Tab Belt in Light Blue by prononces

3 reviews
$ 59.50
Orange Seersucker Pants by prononces

Orange Seersucker Pants by prononces

1 review
$ 135
prononces Pink

Seersucker Can Holder in Pink by Lauren James

$ 9.60 $ 12
prononces Seersucker / 32 (fits size 30 pants)

Seersucker Leather Tab Belt in Hot Pink by prononces

2 reviews
$ 59.50
prononces Nautical and Nice Print / XSLauren James Natalie Side Button Skirt by Lauren James

Natalie Side Button Skirt by Lauren James

$ 76
Linen Pants in Stone by prononces

Linen Pants in Stone by prononces

$ 145
Navy Seersucker Leather Belt on Navy Canvas by prononces

Navy Seersucker Leather Belt on Navy Canvas by prononces

1 review
$ 59.50
Napa Valley Navajo Sandal in Cork and Gold by Jack Rogersprononces 6

Napa Valley Navajo Sandal in Cork and Gold by Jack Rogers

14 reviews
$ 118
Jockey Silk & Race Horse Needlepoint Key Fob by Smathers & BransonJockey Silk & Race Horse Needlepoint Key Fob by Smathers & Branson

Jockey Silk & Race Horse Needlepoint Key Fob by Smathers & Branson

$ 27.50 $ 32.50
Southern Tide Isabel Grace Dress by Southern Tideprononces Marshmallow / XS

Isabel Grace Dress by Southern Tide

$ 188
prononces Blue / 32 (fits size 30 pants)

Gingham Leather Tab Belt in Royal Blue by prononces

2 reviews
$ 59.50
Resurrection Check Beau by Starboard Clothing Co.

Resurrection Check Beau by Starboard Clothing Co.

$ 35
Palm Beach Navajo Sandal in Black by Jack Rogersprononces Black / 6

Palm Beach Navajo Sandal in Black by Jack Rogers

10 reviews
$ 128
prononces Green

Seersucker Can Holder in Mint Green by Lauren James

$ 9.60 $ 12
Jockey Jam Leather Tab Belt in Navy by prononces

Jockey Jam Leather Tab Belt in Navy by prononces

11 reviews
$ 59.50
Jockey Silk Hat by Smathers & Branson

Jockey Silk Hat by Smathers & Branson

$ 35
prononces 32 (fits size 30 pants) / Multi

Hilton Head Plaid Leather Tab Belt by prononces

2 reviews
$ 59.50
Red Seersucker Pants by prononces

Red Seersucker Pants by prononces

$ 135
prononces Pink / 32 (fits size 30 pants)

Gingham Leather Tab Belt in Pink by prononces

1 review
$ 59.50
prononces Tan / 32Tan Seersucker Pants by prononces

Tan Seersucker Pants by prononces

$ 135
Lauren James Nassau Stripe Dress by Lauren Jamesprononces Hydrangea Stripe / XS

Nassau Stripe Dress by Lauren James

1 review
$ 88
prononces 38R / Blue

The Spring Blazer in Light Blue by prononces

1 review
$ 225 $ 275
Andrew Howard Tattersall Beau by Starboard Clothing Co.

Andrew Howard Tattersall Beau by Starboard Clothing Co.

$ 35
Jessica Sarah Light Purple Gingham Beau by Starboard Clothing Co.

Jessica Sarah Light Purple Gingham Beau by Starboard Clothing Co.

$ 35
Orange & Navy Oxford Stripe Suspenders/ Braces by High Cottonprononces Orange

Orange & Navy Oxford Stripe Suspenders/ Braces by High Cotton

$ 98
Palm Beach Navajo Sandal in White by Jack RogersWomen's Sandals - Palm Beach Navajo Sandal In White By Jack Rogers

Palm Beach Navajo Sandal in White by Jack Rogers

8 reviews
$ 128