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Boys' Sperry at


About Sperry

The Sperry Original—the first boat shoe—debuted in 1935. Sperry now offers a range of shoes for boys, including casuals, dress and boat-ready styles.

Latest Sperry customer reviews
Real quality
Colton Review:
Bought these for my son to wear to school. He is required to wear a uniform. These are the very best I have found for durability, good looks and overall value. The only problem is 7 1/2 is the largest size which is unfortunate because I will have to find another style next year. I wish they made them in my size.
Great shoe-
Tevin Review:
Great shoes, my two boys (7 1/2 and 6) actually don't mind wearing them. They look good also.
Classic Little Boy Shoes
Tevin Review:
This shoe is a classic for preppy dressed boys. Looks good with shorts and pants.
Excellent quality
Colton Review:
I bought these penny loafers for my 9 year old son to wear with his dress pants / clothes. They are excellent quality and I am very pleased with their design and their look. My son has never once complained about these shoes being uncomfortable. I am completely satisfied with this Sperry penny loafer and would buy them again for one of my other children. I was also pleased with my expereience with I plan to purchase more shoes from this website.
Great [...]product!
Colton Review:
Sturdy; worth the money

About Sperry

Cultivate his nautical tendencies with boys’ Sperry Top-Sider shoes from From the classic 2-Eye boat shoe to rugged water sandals to handsome penny loafers that give him a dressy look without sacrificing comfort, boys’ Sperry Top-Sider shoes offer quality you can depend on. Hook-and-loop straps make some styles extra easy to get on and off. On deck or at the dock, siped soles offer excellent wet/dry traction to many styles of Sperry Top-Sider boys’ shoes.