Bailey Boys

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

The stylish Champ pant now comes in blue seersucker... a perfect addition to a young man's spring and summertime wardrobe. Pair with a button down and a Johnny bow tie for the complete Southern style ensemble!

Sweet ruffle at neckline and long sleeve. Great blouse for layering under a jumper or sweater!

From play dates to special occasions, your little one is going to stand out in this classic blouse. It has a Peter Pan collar and sweet ruffles on the sleeves, and buttons down the back for a smooth look under sweaters and jumpers.

Onesie available in months sizes

Blouse available in Toddler & up

 

From the play dates to special occasions, your little one is going to stand out in this blouse. It has a Peter Pan collar, quick change snaps and sweet ruffles on the sleeves, sure to inspire plenty of smiles wherever she goes.

Onesie available in months sizes only. Blouse available in 18m-6X

Basic turtleneck in red.. perfect for layering in the Fall and Winter seasons.

Basic turtleneck in white.. perfect for layering in the Fall and Winter seasons.

Basic white turtleneck with an added ruffle at neckline and on cuffs of sleeves. Perfect to layer under jumpers, sweaters, or worn alone!

This onesie is crafted with 100% white cotton for breathability and a soft feel. The Peter Pan collar and buttons down the back ensure a comfortable fit, while the plain front keeps it tucked into Jon Jon's and overalls. Its versatile style is perfect for all occasions.

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. Our polos have a tailored fit, wonderfully soft knit, and our distinct J. Bailey logo. Dressed this smartly, you could say that no matter where your young man is going, he’s already arrived.

Dress up any occasion with these smart shirts. Featuring a classic button-down collar, these designs look great paired with trousers. Perfect for wearing to fancy dinners or birthday celebrations alike.

Our durable 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.

Our Buddy Belts bring a level of finish and boyish charm to your young man’s ensemble. From sailboats to manatees, our belts feature island prep themes, and are made with our legendary quality. No matter what you choose, every design makes a statement.

Buddy Belt Sizing:

• Small 20" - 2T & 3T
• Medium 22" - 4T/4R & 5
• Large 24" - 6 & 7
• Extra Large 26" - 8, 10 & 12

Our Buddy Belts bring a level of finish and boyish charm to your young man’s ensemble. From sailboats to manatees, our belts feature island prep themes, and are made with our legendary quality. No matter what you choose, every design makes a statement.

*Note - PRE-ORDERS will ship Summer 2025

Buddy Belt Sizing:

• Small 20" - 2T & 3T
• Medium 22" - 4T/4R & 5
• Large 24" - 6 & 7
• Extra Large 26" - 8, 10 & 12

Get the day started right with bright and bold boxers, featuring fun stripes updated just in time for spring. And thanks to the stretchy elastic waistband, he’ll have the perfect all-day fit.

From the play dates to special occasions, your little one is going to stand out in this onesie blouse. It has a Peter Pan collar, quick change snaps and sweet ruffles on the sleeves, sure to inspire plenty of smiles wherever she goes.

Your little one is going to stand out in this onesie blouse. It has a Peter Pan collar, quick change snaps and sweet ruffles on the sleeves, The blouse can be layered under a dress or worn on its own. It has a sweet Peter Pan collar, puffed sleeves and back buttons for easy dressing.

Months sizes available in Onesie style.

Toddler sizes available in Blouse style.

This classic Navy Blazer is a must-have for every little gentleman’s wardrobe. Designed with a sharp, tailored fit, it adds a touch of timeless charm to any outfit. Perfect for family gatherings or special occasions, this blazer keeps him looking dapper and feeling comfortable from start to finish.

Measurement                       2T                       3T                           4T  Height/Length(in)               34                        36                       39 Weight (lbs)                         30                       32                         34

Measurement                       4R                        5                                6                      6X   Height/Length(in)               41                        43                           46                     49    Weight (lbs)                         36                         39                           42                   45

Measurement                       7                            8                            10                      12  Height/Length(in)               50                         53                           56                 58 Weight (lbs)                         60                         68                            75               78