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The Bailey Boys J Bailey Button Down Tide Plaid

The Southern island prep look, all buttoned down. The J. Bailey Roscoe shirts are carefully made to fit your young man perfectly.

$44.00

The Bailey Boys J Bailey Button Down Clearwater Plaid

The Southern island prep look, all buttoned down. The J. Bailey Roscoe shirts are carefully made to fit your young man perfectly.

$43.00

The Bailey Boys J Bailey Castaway Seersucker Short

Get the island prep look with this enduring summer staple. J. Bailey Pete shorts have a classic fit and come in at just the right length for style and comfort.

$44.00

The Bailey Boys J Bailey Pink Oxford Shirt

The Southern island prep look, all buttoned down. The J. Bailey Roscoe shirts are carefully made to fit your young man perfectly.

$45.00

The Bailey Boys J Bailey Blue Stripe Seersucker Short

Get the island prep look with this enduring summer staple. J. Bailey Pete shorts have a classic fit and come in at just the right length for style and comfort.

$44.00

The Bailey Boys J Bailey Short Sleeve Polo Yellow

Nothing says prep school charm like a well-made polo. Sporty yet polished, it's the kind of shirt a young man can wear anywhere. These polos have a tailored fit, wonderfully soft knit, and the distinct J. Bailey logo.

$36.00

The Bailey Boys J Bailey Short Sleeve Polo Coral Reef

Nothing says prep school charm like a well-made polo. Sporty yet polished, it's the kind of shirt a young man can wear anywhere. These polos have a tailored fit, wonderfully soft knit, and the distinct J. Bailey logo.

$36.00

The Bailey Boys J Bailey Short Sleeve Polo White

Nothing says prep school charm like a well-made polo. Sporty yet polished, it's the kind of shirt a young man can wear anywhere. These polos have a tailored fit, wonderfully soft knit, and the distinct J. Bailey logo.

$36.00

The Bailey Boys J Bailey Blue Stripe Seersucker Pant

J. Bailey's Champ pant is a must-have in any young man’s wardrobe. Their classic fit is designed to move and flatter, with thoughtful details like elastic at the waist and buttoned back pockets.

$48.00

The Bailey Boys J Bailey Twill Pant Marine Blue

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Champ Pants Khaki

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Twill Pant Crimson

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$46.00

The Bailey Boys J Bailey Cord Pant Chocolate

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00
$24.00

The Bailey Boys J Bailey Cord Pant Navy

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00
$24.00

The Bailey Boys J Bailey Cord Pant Forest Green

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00
$24.00

The Bailey Boys Twill Short

Get the island prep look with this enduring summer staple. The Pete shorts have a classic fit and come in at just the right length for style and comfort.

$42.00