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
82 products
Camouflage
Camouflage
145 products
Golf Shirts
Golf Shirts
52 products
Hats
Hats
241 products
Sun Shirts
Sun Shirts
25 products
Sweaters
Sweaters
1 product
Swimwear
Swimwear
28 products
T-Shirts
T-Shirts
302 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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  • EvoShield Tone Snapback - OSFM - Silver
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    EvoShield

    EvoShield Tone Snapback - OSFM - Silver

    Take BP or cruise around town in the all-new Evoshield Tone Baseball Lifestyle Snapback Hat. The Evoshield Tone hat features a lightweight Silver polyester build and a perforated back panel to keep you cool in the heat. The two-tone rubberized circle...
    $24.99
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  • Drake Camo Dock Shorts 6" - Old School Drake Camo Dock Shorts 6" - Bottomland
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    Drake

    Drake Camo Dock Shorts 6"

    Drake Camo Dock Shorts 6" The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $59.99
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  • Drake Watercolor Mallard T-Shirt - Milky Green Drake Watercolor Mallard T-Shirt - Milky Green
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    Drake

    Drake Watercolor Mallard T-Shirt

    Drake Watercolor Mallard T-Shirt The Drake Waterfowl Cotton Graphic Tee is constructed with garment washed 100% Cotton for a soft, comfortable hand feel. The Drake Waterfowl Cotton Graphic Tee is non-pocketed, has a Drake logo on the front left chest and...
    $29.99
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    Drake The Cotton Short Sleeve Shirt in Marsh Print - Deep Dive-Marina Blue
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    Drake

    Drake The Cotton Short Sleeve Shirt in Marsh Print

    Experience the perfect blend of comfort and style with the Drake Cotton Short Sleeve Shirt in Marsh Print Deep Dive Marina Blue. Crafted from high-quality cotton, this shirt offers a soft and breathable feel, ensuring all-day comfort. The unique marsh...
    Was: $74.99
    $56.24
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  • Drake Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber Drake Commando Hybrid Volley Shorts 7” - Kalamata Olive/Old School Timber
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    Drake

    Drake Commando Hybrid Volley Shorts 7”

    The Drake Commando Lined Volley Short 7" is an extremely versatile short with its own built-in liner. The shell fabric is 88% polyester and 12% spandex, giving you a short with 4-way stretch. The fabric is quick drying and has a durable water-resistant...
    $49.99
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  • Drake 6" Dock Shorts - Coronet Blue Drake 6" Dock Shorts - Timber Wolf Khaki
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    Drake

    Drake 6" Dock Shorts

    Drake 6" Dock Shorts The Drake Men’s Dock Short 6" is made from a soft 90% Nylon and 10% Spandex fabric which gives it durability with less weight.  We brought back an old favorite and updated it with new styling and...
    $49.99
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  • Drake Circle Badge Back Rope Cap - Black/Brown Drake Circle Badge Back Rope Cap - Black/Brown
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    Drake

    Drake Circle Badge Back Rope Cap

    Drake Circle Badge Back Rope Cap Featuring our exclusive Old School Camo on the visor, the Circle Badge Mesh Back Rope Cap is built with 100% cotton twill front panels that feature a high-density print scout patch. The sweatband is made with...
    $29.99
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  • Drake Big Duck Energy Mesh Back Rope Cap - Canyon/Tan Drake Big Duck Energy Mesh Back Rope Cap - Canyon/Tan
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    Drake

    Drake Big Duck Energy Mesh Back Rope Cap - Canyon/Tan

    Drake Big Duck Energy Mesh Back Rope Cap - Canyon/Tan No need to brag. The BDE Rope Cap is built with 100% cotton twill and has an internal half-moon mesh stay to provide front panel structure and has a front panel scout patch. The sweatband is...
    $29.99
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  • Drake What The Duck Rope Cap - Brown
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    Drake

    Drake What The Duck Rope Cap

    Drake What The Duck Rope Cap Tell us how you really feel. The WTD Rope Cap is built with 100% cotton twill and has an internal half-moon mesh stay to provide front panel structure and has a front panel scout patch...
    $29.99
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  • Drake Wingshooter Trey Solid Dobby Shirt - Shell Pink
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    Drake

    Drake Wingshooter Trey Solid Dobby Shirt

    Drake Wingshooter Trey Solid Dobby Shirt We took our heritage Wingshooter and gave it a complete overhaul.  We constructed the Wingshooter Trey Solid Dobby Button-Down Short Sleeve Shirt out of a waffle dobby made of 93% Polyester...
    $59.99
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  • Drake Crusher Rope Cap - Charcoal
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    Drake

    Drake Crusher Rope Cap - Charcoal

    Drake Crusher Rope Cap - Charcoal The Crusher Rope Cap features a unique crushable construction that is super lightweight and has been enzyme-washed for softness. The internal half-moon mesh stay provides front panel structure, and the sweatband is made...
    $34.99
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  • Drake American Flag Mesh Back Cap - Light Grey/White Drake American Flag Mesh Back Cap - Light Grey/White
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    Drake

    Drake American Flag Mesh Back Cap - Light Grey/White

    Drake American Flag Mesh Back Cap - Light Grey/White A true trucker, the Drake Americana Flag Mesh Back features pearl nylon fabric construction, which gives outstanding performance and UPF sun protection. It has back mesh panels for...
    $34.99
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    Drake Waterfowl Performance Print Polo - Shell Pink
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    Drake

    Drake Waterfowl Performance Print Polo

    Drake Waterfowl Performance Print Polo The Drake Performance Polo is timeless in silhouette with a three-button placket with faux mother of pearl buttons, a self-fabric collar and open sleeve cuffs, and a split...
    Was: $59.99
    $47.99
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    Drake Performance Awning Striped Polo Shirt - Quarry/White Drake Performance Awning Striped Polo Shirt - Quarry/White
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    Drake

    Drake Performance Awning Striped Polo Shirt

    Drake Performance Awning Striped Polo Shirt The Drake Performance Awning Stripe Polo is timeless in silhouette with a three-button placket with dye to match logo buttons, a 2 x 2 rib knit collar, open sleeve cuffs, and...
    Was: $59.99
    $47.99
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  • Drake Waterfowl Under-Wader Jogger - Heather Olive Drake Waterfowl Under-Wader Jogger - Shadow Grass Habitat
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    Drake

    Drake Waterfowl Under-Wader Jogger

    Drake Waterfowl Under-Wader Jogger The MST Waterfowl Under-Wader Jogger is warm, comfortable, durable, and fits just like your favorite pair of sweatpants, making them ideal for wearing under waders.  Made of 100% polyester for comfort and stretch, these...
    $89.99
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