Men's Apparel

Shop men's apparel at Simpson Outfitters for durable and stylish clothing designed for outdoor adventures. From performance jackets and hiking pants to casual wear, our collection combines comfort and functionality, ensuring you’re equipped for any outdoor activity, season after season.

Activewear
Activewear
43 products
Bottoms
Bottoms
108 products
Button Downs/Flannels
Button Downs/Flannels
81 products
Camouflage
Camouflage
146 products
Golf Shirts
Golf Shirts
51 products
Hats
Hats
240 products
Sun Shirts
Sun Shirts
25 products
Sweaters
Sweaters
1 product
Swimwear
Swimwear
28 products
T-Shirts
T-Shirts
306 products
Underwear
Underwear
8 products
Vest
Vest
3 products
Lounge Wear
Lounge Wear
4 products
Shorts
Shorts
53 products
Outerwear
Outerwear
33 products
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  • Free Fly Men's 8 inch Breeze Short - Cement Free Fly Men's 8 inch Breeze Short - Cement
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    Free Fly Apparel

    Free Fly Men's 8 inch Breeze Short - Cement

    Free Fly Men's 8 inch Breeze Short - Cement Light, airy, and packed with stretch, our Breeze Collection delivers performance-level comfort and casual, everyday style. The Breeze Short has been a bestseller ever since we first designed it almost 10 years...
    $67.99
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  • Free Fly Wave 5-Panel Hat - Stone Blue Free Fly Wave 5-Panel Hat - Stone Blue
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    Free Fly Apparel

    Free Fly Wave 5-Panel Hat - Stone Blue

    Free Fly Wave 5-Panel Hat - Stone Blue This technical hat was built for on-the-water comfort, engineered from a quick-dry nylon fabric. A structured 5-panel design holds its shape, while the adjustable closure makes sure you don’t lose your hat...
    $33.99
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    Burlebo Cap - Diving Duck - Charcoal Burlebo Cap - Diving Duck - Charcoal
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    Burlebo

    Burlebo Cap - Diving Duck - Charcoal

    Burlebo Cap - Diving Duck - Charcoal Low Profile 5 Panel Snapback Dark Charcoal Ripstop Material with Cream Rope Diving Mallard Embroidery
    Was: $29.99
    $25.49
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    Burlebo Cap Burlebo Outdoors - Putty Burlebo Cap Burlebo Outdoors - Putty
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    Burlebo

    Burlebo Cap Burlebo Outdoors - Putty

    Burlebo Cap Burlebo Outdoors - Putty Low Profile 5 Panel Snap Back Cap with Rope Full Off White Cap Signature Vintage Duck Embroidery
    Was: $29.99
    $25.49
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  • Burlebo Performance Hoodie - Seaside Camo Burlebo Performance Hoodie - Seaside Camo
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    Burlebo

    Burlebo Performance Hoodie - Seaside Camo

    Burlebo Performance Hoodie - Seaside Camo Performance Hoodie, designed for the modern athlete. Created from a premium blend of 91% Polyester and 9% Spandex, this hoodie offers quick-dry, moisture wicking, and UPF 50 protection. Featuring anti-microbial...
    $59.99
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    Fish Hippie Refuge Trucker Hat - Grey Fish Hippie Refuge Trucker Hat - Grey
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    Fish Hippie

    Fish Hippie Refuge Trucker Hat - Grey

    Fish Hippie Refuge Trucker Hat - Grey 1 Size Fits Most Adjustable Snap Closure Structured Front, 6 Panel High Crown Height Laser cut mesh back and FH Patch Delta/Perforated Back Panels
    Was: $33.99
    $28.89
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  • Sitka Kelvin Aerolite Vest Lead Sitka Kelvin Aerolite Vest Lead
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    Sitka Gear

    Sitka Kelvin Aerolite Vest Lead

    In a sea of outdoor specialization, having versatile gear as well is a strength. This lightweight, compressible vest maximizes warmth while minimizing bulk. Use it for everything from backcountry hunts and off-season scouting trips to everyday life; it...
    $199.00
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  • Local Boy Volley Shorts - Khaki Local Boy Volley Shorts - Khaki
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    Local Boy Outfitters

    Local Boy Volley Shorts - Khaki

    Local Boy Volley Shorts - Khaki Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
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  • Local Boy Volley Shorts - Cool Grey Local Boy Volley Shorts - Cool Grey
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    Local Boy Outfitters

    Local Boy Volley Shorts - Cool Grey

    Local Boy Volley Shorts - Cool Grey Live Local in Local Boy Outfitters' comfortable, quality bottoms. Perfect for any southern outdoor activity or lounging at home for the day. Performance volley shorts Anti odor Moisture wicking Quick drying Features 2...
    $39.99
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    Chubbies The Spades Lined Classic Swim Trunk - Blue Floral/Blue & Coral Liner Chubbies The Spades Lined Classic Swim Trunk - Blue Floral/Blue & Coral Liner
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    Chubbies

    Chubbies The Spades Lined Classic Swim Trunk

    Chubbies The Spades Lined Classic Swim Trunk - 5.5" Grab your sunglasses and your flamingo floaty and sink into island time with these classic swimmers. These jealousy-inducing trunks feature an ultra quick drying shell, anti-chafe liner and a zipper...
    Was: $79.50
    $63.60
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  • Sitka Men's Tarmac 8 Inch Short - Oak Sitka Men's Tarmac 8 Inch Short - Oak
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    Sitka Gear

    Sitka Men's Tarmac 8 Inch Short

    Sitka Men's Tarmac 8 Inch Short The Tarmac Short is your new warm-weather mainstay for town or trail. Built with lightweight cotton ripstop that offers the optimum combination of softness and durability. The classic five-pocket design has a zippered back...
    $79.00
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  • Sitka Men's Territory Short - Buckskin Sitka Men's Territory Short - Buckskin
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    Sitka Gear

    Sitka Men's Territory Short

    Sitka Men's Territory Short A longtime favorite, this short gets an upgrade with a new design and fit adding comfort and mobility. It has a durable water repellent finish for quick-dry performance, while a hint of stretch gives a wide, easy range of...
    $89.00
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  • Grunt Style Red Blood Blue Collar T-Shirt Grunt Style Red Blood Blue Collar T-Shirt
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    Grunt Style

    Grunt Style Red Blood Blue Collar T-Shirt

    Show your patriotism and support for the backbone of America with the Red Blood Blue Collar™ T-Shirt! This ultra-comfortable tee is designed with polyester and cotton to ensure comfort while working and durability, so it is built to last...
    $29.99
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  • Grunt Style Men's I Am 76 Tee - Midnight Navy
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    Grunt Style

    Grunt Style Men's I Am 76 Tee

    Grunt Style Men's I Am 76 Tee Make a statement in this I AM 76 patriotic tee. This bold midnight navy cotton tee features bright red, white, and blue stars and stripes Our I AM 76 Patriotic T-Shirts are crafted with the following...
    $24.99
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  • Grunt Style Men's Range Day Tee - Black
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    Grunt Style

    Grunt Style Men's Range Day Tee

    Grunt Style Men's Range Day Tee 100% Combed Cotton COMFORTABLE, TAGLESS, HIGH QUALITY - This Grunt Style Men's Graphic Tee Shirt features a Tagless, itch-free design with a ribbed collar that won't lose its shape or stretch. Our quality, durable fabric...
    $29.99
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