White Mosaic Tile Leeward No Tuck Dress Shirt

Lavelle Blazer & Pants

Lightweight Fresco Suit Blazer & Pants

Leeward Dress Shirt

Watson Blazer & Suit Pant

Fresco Suit Jacket & Pants

Gift Box

Restocked

Mizzen Man 3

Main Man 3

Embroidery Available

Gift Cards No Returns

Highly Rated

No returns

Embroidery

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Returned items must be unworn and unwashed with all tags attached

Refund available up to 30 days after the date of delivery

If past the 30 days, returns have up to 45 days to receive store credit or be exchanged for another item

Not eligible for refund. Exchange or store credit only up to 45 days after date of delivery

Size

Length

Hummus Solid Helmsman 5 Pocket Pant

29W / Slim / 30L

30W / Slim / 30L

30W / Slim / 32L

31W / Slim / 30L

31W / Slim / 32L

32W / Slim / 30L

32W / Slim / 32L

32W / Slim / 34L

33W / Slim / 30L

33W / Slim / 32L

34W / Slim / 30L

34W / Slim / 32L

34W / Slim / 34L

35W / Slim / 30L

35W / Slim / 32L

36W / Slim / 30L

36W / Slim / 32L

36W / Slim / 34L

38W / Slim / 32L

38W / Slim / 34L

40W / Slim / 32L

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.

The Leeward No Tuck comes in the same fabric and stretch performance as the Leeward Dress Shirt but 2" shorter for a casual, untucked fit. Lightweight, wrinkle-resistant, and easy to care for.

Lightweight feel, ideal for year-round wear

Moisture-wicking, breathable, wrinkle-resistant, 4-way stretch

Fabric Content: 88% Polyester, 12% Spandex

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.

Edgar

Men's No Tuck Dress Shirts

2” shorter than our regular Leeward means you can wear it untucked and untroubled.

White Solid Leeward No Tuck Long Sleeve Dress Shirt

Black Solid Leeward No Tuck Long Sleeve Dress Shirt

White Navy Windowpane Leeward No Tuck Long Sleeve Dress Shirt

Navy Solid Leeward No Tuck Long Sleeve Dress Shirt

White Windowpane Leeward No Tuck Long Sleeve Dress Shirt

White Abstract Geo Leeward No Tuck Long Sleeve Dress Shirt

Aluminum Gingham Leeward No Tuck Long Sleeve Dress Shirt

Sky Modern Tattersall Leeward No Tuck Long Sleeve Dress Shirt

White Mosaic Tile Leeward No Tuck Long Sleeve Dress Shirt

White Everett Plaid Leeward No Tuck Long Sleeve Dress Shirt

Coastal Fjord Belmont Plaid Leeward No Tuck Long Sleeve Dress Shirt

Navy Dallas Plaid Leeward No Tuck Long Sleeve Dress Shirt

Sky Medallion Geo Leeward No Tuck Long Sleeve Dress Shirt

Rose Triple Dash Leeward No Tuck Long Sleeve Dress Shirt

White Presido Plaid Leeward No Tuck Long Sleeve Dress Shirt

Lilac Madison Check Leeward No Tuck Long Sleeve Dress Shirt

White Casita Plaid Leeward No Tuck Long Sleeve Dress Shirt

Balsam Stratford Check Leeward No Tuck Long Sleeve Dress Shirt

Sky Solid Leeward No Tuck Long Sleeve Dress Shirt

Silver Dotted Diamond Leeward No Tuck Long Sleeve Dress Shirt

Sea Ludlow Plaid Leeward Long Sleeve Dress Shirt

Silver Filbert Plaid Leeward No Tuck Long Sleeve Dress Shirt

Wine Clover Leeward No Tuck Long Sleeve Dress Shirt

White Noah Plaid Leeward No Tuck Long Sleeve Dress Shirt

Coastal Fjord Diamond Mosaic Leeward No Tuck Long Sleeve Dress Shirt

White Confetti Leeward No Tuck Long Sleeve Dress Shirt

Provence Circle Print Leeward No Tuck Long Sleeve Dress Shirt

Coastal Fjord Todos Plaid Leeward No Tuck Long Sleeve Dress Shirt

Leaf Alamo Gingham Leeward No Tuck Long Sleeve Dress Shirt

Light Blue Adam Plaid Leeward No Tuck Long Sleeve Dress Shirt

Light Blue Oaklawn Plaid Leeward No Tuck Long Sleeve Dress Shirt

Teal Madison Check Leeward No Tuck Long Sleeve Dress Shirt

Red Clay Kyle Check Leeward No Tuck Long Sleeve Dress Shirt

Red Clay Aaron Plaid Leeward No Tuck Long Sleeve Dress Shirt

Provence Justin Plaid Leeward No Tuck Long Sleeve Dress Shirt

White Connor Tattersall Leeward No Tuck Long Sleeve Dress Shirt

Cobalt Ben Plaid Leeward No Tuck Long Sleeve Dress Shirt

Dark Sea Noah Tattersall Leeward No Tuck Long Sleeve Dress Shirt

Aluminum Crew Gingham Leeward No Tuck Long Sleeve Dress Shirt

Cloud Blue Circle Texture Leeward No Tuck Long Sleeve Dress Shirt

Navy Stacked Geo Leeward No Tuck Long Sleeve Dress Shirt

Eucalyptus Mini Plaid Leeward No Tuck Long Sleeve Dress Shirt

Cobalt Doug Plaid Leeward No Tuck Long Sleeve Dress Shirt

Aluminum Hampton Plaid Leeward No Tuck Long Sleeve Dress Shirt

Mulberry Noah Tattersall Leeward No Tuck Long Sleeve Dress Shirt

Cobalt Manor Plaid Leeward No Tuck Long Sleeve Dress Shirt

Nickel Kyle Check Leeward No Tuck Long Sleeve Dress Shirt

Cobalt Hampton Plaid Leeward No Tuck Long Sleeve Dress Shirt

Olive Leeward No Tuck Long Sleeve Dress Shirt

Olive Pressed Diamond Leeward No Tuck Long Sleeve Dress Shirt

Cloud Blue Bengal Stripe Leeward No Tuck Long Sleeve Dress Shirt

Cloud Blue Hudson Plaid Leeward No Tuck Long Sleeve Dress Shirt

Coastal Fjord Charles Grid Leeward No Tuck Long Sleeve Dress Shirt

Dark Teal Sam Plaid Leeward No Tuck Long Sleeve Dress Shirt

Large / Classic / No Tuck

Large / Trim / No Tuck

Large / Trim / No Tuck Tall

Medium / Classic / No Tuck

Medium / Trim / No Tuck Tall

Medium / Trim / No Tuck

Small / Trim / No Tuck

X-Large / Classic / No Tuck

X-Large / Trim / No Tuck

X-Large / Trim / No Tuck Tall

XX-Large / Classic / No Tuck

XX-Large / Trim / No Tuck