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Leeward Dress Shirt

$138

Buy 3 regular priced dress shirts and get $50 off.

Choose your Size

Choose your Fit

Choose your Length

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The Leeward is a lightweight, wrinkle-resistant performance dress shirt with built-in stretch. Designed for easy care, breathable comfort, and all-day wear—no dry cleaning needed.

Performance Features
– 4-Way Stretch
– Moisture-Wicking
– Breathable
– Wrinkle-Resistant
– Lightweight

Construction
– Back Darts
– Two-Button Adjustable Barrel Cuff
– Spread Collar

SKU: 1WS-1443

Model is 61 and is wearing a Medium, Trim Fit, Regular Length

– Lightweight feel, ideal for year-round wear
– Moisture-wicking, breathable, wrinkle-resistant, 4-way stretch
– Machine wash cold
– Hang to dry
– No dry cleaning needed

Fabric Content: Polyester 88%, Spandex 12%

Complete the Look

A recommended pairing from our stylists.

Helmsman Chino Pant - Khaki Solid
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Two-pack Undershirt - Black Solid
Two-pack Undershirt - Black Solid

Frequently Asked Questions

Yes. Their wrinkle resistance and easy-care properties make them ideal for travel.

The Leeward Dress Shirt is available in multiple fits, including Classic and Trim. We also offer a Tall length, to suit various preferences.

The Leeward Dress Shirt offers excellent wrinkle resistance, keeping you looking sharp throughout the day. For any initial wrinkles from the packaging, we recommend a gentle wash and then a low tumble dry or light steam to alleviate any wrinkles or creases.

Yes, these shirts are extremely easy to care for. Simply throw them in the wash using cold water and hang dry. If you see small wrinkles feel free to put it in the dryer at low heat to quickly remove them.

Yes. The Leeward Dress Shirt is designed to be worn with a tie, offering a polished, professional look.

Yes. These collared shirts transition effortlessly from professional to casual settings—pair them with dress pants or jeans for a more laid-back style.

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