Side-by-side top-down view of two Sperry leather boat shoes — one heavily worn with creased and weathered leather, the other in new condition with smooth dark burgundy leather, highlighting the contrast between aged and new.
Side-by-side top-down view of two Sperry leather boat shoes — one heavily worn with creased and weathered leather, the other in new condition with smooth dark burgundy leather, highlighting the contrast between aged and new.

The Authentic Original™ Boat Shoe

Since 1937

Here first. Trending now. Classic always. The Authentic Original is truly that - the world's first leather top sider inspired by the success of our first canvas boat shoe. On and off the boat, the AO is a prep icon for the ages.

Our most popular for a reason.

Shop All Authentic Original Boat Shoes
Flat-lay of three pairs of Sperry leather boat shoes in varying shades — medium brown, dark tan, and light sand — showing different leather textures and lacing styles.

Classic is earned.

A time-honored craft sewn into the history of americana footwear, the AO is still made using the same techniques that we have used for decades.

Sperry shoe prototype or last with hand-drawn construction markings, resting on a stack of leather and fabric swatches in various colors, representing the design and craftsmanship process.

The AO, as seen on

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Lifestyle collage of people wearing Sperry boat shoes in everyday settings — a woman in a floral dress at a diner booth, two friends at a bar, a close-up of brown boat shoes beside a puppy, a woman lacing up her shoes, and a man leaning against a white car. Lifestyle collage of people wearing Sperry boat shoes in everyday settings — a woman in a floral dress at a diner booth, two friends at a bar, a close-up of brown boat shoes beside a puppy, a woman lacing up her shoes, and a man leaning against a white car.