Hats

Shop Simpson Outfitters for men’s hats, offering a wide selection of stylish and functional headwear for every occasion. From casual baseball caps and trucker hats to outdoor-ready sun hats and fedoras, our collection features high-quality designs that combine style, comfort, and protection.

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  • Local Boy Open Season High-Crown Rope Hat Local Boy Open Season High-Crown Rope Hat
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    Local Boy Outfitters

    Local Boy Open Season High-Crown Rope Hat

    Local Boy Open Season High-Crown Rope Hat Stay stylish and comfortable with this Local Boy High-Crown Rope Hat. Featuring a structured high-crown design and classic rope detail, this hat offers a look perfect for any adventure. Adjustable snapback...
    $29.99
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  • Local Boy Peppermint High-Crown Rope Hat - Light Grey Local Boy Peppermint High-Crown Rope Hat - Light Grey
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    Local Boy Outfitters

    Local Boy Peppermint High-Crown Rope Hat - Light Grey

    Local Boy Peppermint High-Crown Rope Hat - Light Grey Stay stylish and comfortable with this Local Boy High-Crown Rope Hat. Featuring a structured high-crown design and classic rope detail, this hat offers a look perfect for any adventure. Adjustable...
    $29.99
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  • Local Boy Pointer Badge Trucker Hat - Brown Local Boy Pointer Badge Trucker Hat - Brown
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    Local Boy Outfitters

    Local Boy Pointer Badge Trucker Hat - Brown

    Local Boy Pointer Badge Trucker Hat - Brown Stay cool and stylish with our Local Boy Outfitters Trucker Hat. Featuring a breathable mesh back, adjustable snap closure, and a classic embroidered logo, this hat is perfect for every adventure on or off the...
    $29.99
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  • Local Boy Heavy Machinery Trucker Hat - Charcoal Local Boy Heavy Machinery Trucker Hat - Charcoal
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    Local Boy Outfitters

    Local Boy Heavy Machinery Trucker Hat - Charcoal

    Local Boy Heavy Machinery Trucker Hat - Charcoal Stay cool and stylish with our Local Boy Outfitters Trucker Hat. Featuring a breathable mesh back, adjustable snap closure, and a classic embroidered logo, this hat is perfect for every adventure on or off...
    $29.99
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  • Local Boy Mall Marker Low-Profile Rope Hat - Forest Local Boy Mall Marker Low-Profile Rope Hat - Forest
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    Local Boy Outfitters

    Local Boy Mall Marker Low-Profile Rope Hat - Forest

    Local Boy Mall Marker Low-Profile Rope Hat - Forest Simple and sleek, the Local Boy low-profile Rope Hat offers a relaxed fit, a subtle rope accent, and adjustable closure for all-day comfort.
    $29.99
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  • Local Boy Brewery 7 Panel Hat - Forest Camo
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    Local Boy Outfitters

    Local Boy Brewery 7 Panel Hat - Forest Camo

    Local Boy Brewery 7 Panel Hat - Forest Camo This 7 Panel Hat delivers a classic look with a modern twist. Its structured fit and bold design make it a go-to for everyday wear. Complete with an adjustable snapback for all-day comfort.
    $29.99
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  • Local Boy Dad Hat - Light Sand Local Boy Dad Hat - Mist
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    Local Boy Outfitters

    Local Boy Dad Hat

    Local Boy Dad Hat Local Boy's palm breeze straw-style sun hats are designed to keep the sun out of your face on your next outdoor adventure. Featuring an adjustable chin strap for security and comfort, you'll never go on vacation without it.  
    $29.99
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  • Sitka Trucker Cap - Optifade Elevated II
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    Sitka Gear

    Sitka Trucker Cap - Optifade Elevated II

    The Sitka Mesh back Trucker Cap is a smooth looking hat that will keep the sun off your face but is also a durable hat that you can take both hunting or around in your personal life. Featuring a mesh back design, the Mesh back Trucker Cap allows for easy...
    $30.00
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  • Marsh Wear Tide Rider Hat - Charcoal Marsh Wear Tide Rider Hat - Charcoal
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    Marsh Wear

    Marsh Wear Tide Rider Hat - Charcoal

    Marsh Wear Tide Rider Hat - Charcoal 5 Panel Unstructured Hat Polyester crown with foam visor, laser cut venting Screenprint logo at crown Mid profile fit Snapback
    $38.99
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  • Free Fly Adventure Outfitters Mesh Hat - Vintage Camo Free Fly Adventure Outfitters Mesh Hat - Vintage Camo
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    Free Fly Apparel

    Free Fly Adventure Outfitters Mesh Hat - Vintage Camo

    Free Fly Adventure Outfitters Mesh Hat - Vintage Camo The sun sinks into the sea. A couple palm trees gently sway in the warm breeze. Even if you’re not going on vacation any time soon, you can channel tropical vibes wherever you are in the...
    $33.99
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  • Carhartt Canvas Mesh-Back Fish Patch Cap - Bluestone Carhartt Canvas Mesh-Back Fish Patch Cap - Bluestone
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    Carhartt

    Carhartt Canvas Mesh-Back Fish Patch Cap

    Carhartt Canvas Mesh-Back Fish Patch Cap 8oz, 100% cotton canvas with 100% polyester mesh back panels Sweatband is built with FastDry® technology wicks away sweat for comfort Anti-odor sweatband Medium profile, six-panel structured cap Pre-curved...
    $24.99
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  • Carhartt Men's Canvas Mesh-Back Camo Cap - Shadow Signature Camo Carhartt Men's Canvas Mesh-Back Camo Cap - Beach Signature Camo
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    Carhartt

    Carhartt Men's Canvas Mesh-Back Camo Cap

    Carhartt Men's Canvas Mesh-Back Camo Cap 8oz 100% cotton washed canvas with 100% polyester mesh back panels Sweatband is built with FastDry® technology wicks away sweat for comfort Anti-odor sweatband Medium profile, six-panel structured...
    $24.99
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  • Costa Mesh Hat - Blackout
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    Costa Del Mar

    Costa Mesh Hat - Blackout

    Costa Mesh Hat - Blackout • Regular Fit• Washed Cotton Twill• Semi Arched Brim• Embroidered Costa Logo• Adjustable Velcro® Closure• Hat brim insert made from 100% recycled materials
    $15.00
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  • Rugged Road Rope Hat - Blue Rugged Road Rope Hat - Blue
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    RUGGED ROAD

    Rugged Road Rope Hat

    Rugged Road Rope Hat Stay dry, stay cool, and pack light with our newest hat design! This hat is custom-designed to be adjustable, moisture-wicking, and water-resistant. Perfect for any activity and any season!
    $29.99
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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 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 X Lost Hat Drake Patch Goat Rope Hat - Tobacco Grey
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    Drake

    Drake X Lost Hat Drake Patch Goat Rope Hat

    Drake X Lost Hat Drake Patch Goat Rope Hat The Drake Goat Rope is on fire and here to stay. The internal mesh buckram perfectly blends the comfort of an unstructured cap with the support of a structured front panel. The adjustable snap-back...
    $34.99
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