Classic Style. Modern Performance.

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Close up of our Leeward Shirt
Our Leeward shirt hanging on the rack.
Close up shot of our Leeward shirt on the hanger.

Dress shirts you actually want to wear

Performance fabric meets classic style. Say goodbye to the dry cleaners and hello to a more comfortable classic dress shirt.

It's never been easier to look and feel your best.

Three folded Mizzen+Main dress shirts in white, blue gingham, and windowpane check on a table
Man in a light blue gingham Leeward dress shirt leaning against a lamppost on a brick street
Close-up of a smiling man wearing the Leeward dress shirt in a light blue check

Leeward

The original performance fabric dress shirt is built for all occasions.

You deserve the perfect fit.

Trim fit dress shirt outline diagram with a tapered silhouette

A tailored look right of the rack, our Trim Fit shirts are designed with a tapered waist for a more custom feel and modern silhouette.

Close up of our Leeward Shirt

Get $75 off your third shirt.

It’s the code that always works. Use MAINMAN3 at checkout and get $75 off three full-priced long sleeve dress shirts.

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We do more than just dress shirts...

Leeward Dress Shirt

Leeward Dress Shirt

Tops

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Prescott Blazer

Prescott Blazer

Suiting

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Copa Polo

Copa Polo

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Helmsman Shorts

Helmsman Shorts

Bottoms

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