Leeward Dress Shirt
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Leeward
Our best seller. Crisp, lightweight and wrinkle-resistant. Great for the office and beyond.

Halyard
Light, breathable and wrinkle-resistant, with stretch. Great for travel.

Newport
The polish of a dress shirt with the softness of premium cotton. Great for everyday wear.

Kennedy
Soft and broken-in, relaxed but still refined. Great for business casual.

Nash
The look of denim, but soft, light and breathable. Great for date night.

City Flannel
Flannel warmth without the bulk. Wear it buttoned up or layered. Great for cold days.

Hilton
Cotton with brrr° cooling and wrinkle-resistant fabric. Great for hot days.

Ellis
A classic Oxford, made soft and quick-drying. Great for weekends.

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Frequently Asked Questions
The Leeward Dress Shirt
The OG performance dress shirt. The Leeward was the first dress shirt made with active stretch, wrinkle resistant, moisture wicking fabric, so you can look good and feel good all day long.
It's machine washable, comes in Trim and Classic fits with Tall options, and works as well under a suit as it does on its own.