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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  • Chubbies Men's Big Bloomer Straw Hat Chubbies Men's Big Bloomer Straw Hat
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    Chubbies

    Chubbies Men's Big Bloomer Straw Hat

    Chubbies Men's Big Bloomer Straw Hat Wide Brim for Sun Protection Printed Underbrim Lining Lightweight & Breathable Adjustable Drawstring for Secure Fit Machine Washable Material: 100% Straw Lining: 100% Cotton Fit: One Size Fits Most Crown...
    $34.50
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  • Chubbies Men's Exploding Nacho Straw Hat Chubbies Men's Exploding Nacho Straw Hat
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    Chubbies

    Chubbies Men's Exploding Nacho Straw Hat

    Chubbies Men's Exploding Nacho Straw Hat Wide Brim for Sun Protection Printed Underbrim Lining Lightweight & Breathable Adjustable Drawstring for Secure Fit Machine Washable Tech Specs Material: 100% Straw Lining: 100% Cotton Fit: One Size...
    $34.50
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  • Chubbies The King of the Sea Straw Hat Chubbies The King of the Sea Straw Hat
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    Chubbies

    Chubbies The King of the Sea Straw Hat

    Chubbies The King of the Sea Straw Hat Vacation-style with built-in sun protection. Our straw hats feature a wide, sun-blocking brim lined with prints for a unique touch. The adjustable drawstring ensures a snug fit, even on windy days. Lightweight and...
    $34.50
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  • Huk States 110 Trucker Hat - Naval Academy Huk States 110 Trucker Hat - Naval Academy
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    Huk

    Huk States 110 Trucker Hat - Naval Academy

    Huk States 110 Trucker Hat - Naval Academy This mid-profile trucker has a 3D graphic and a dark gray undervisor to decrease glare.  Additionally, it offers a moisture-wicking sweatband for comfortable wear. Designed in honor of our home state the...
    $29.99
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  • East Coast Waterfowl Embroidered Mallard Logo 7 Panel Hat - All Black East Coast Waterfowl Embroidered Mallard Logo 7 Panel Hat - All Black
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    East Coast Waterfowl

    East Coast Waterfowl Embroidered Mallard Logo 7 Panel Hat - All Black

    East Coast Waterfowl Embroidered Mallard Logo 7 Panel Hat - All Black Elevate your headwear collection with our Best Selling Embroidered Mallard Logo 7 Panel Hat, designed for both style and functionality. Featuring a premium embroidered mallard logo on...
    $34.99
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  • Chubbies The Wavy Palm Trucker Hat - White Chubbies The Wavy Palm Trucker Hat - White
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    Chubbies

    Chubbies The Wavy Palm Trucker Hat - White

    Chubbies The Wavy Palm Trucker Hat - White Get those arms pumpin’ because our trucker hats are built for a honkin’ good time. Featuring a front graphic, mesh backing, and a snapback closure, pair this bad boy with any outfit to look good and...
    $24.50
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  • Chubbies The Glacier Patch All Day Hat - Light Grey Chubbies The Glacier Patch All Day Hat - Light Grey
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    Chubbies

    Chubbies The Glacier Patch All Day Hat - Light Grey

    Chubbies The Glacier Patch All Day Hat - Light Grey Meet your go-to hat, it's the perfect blend of comfort and style for any occasion. Made with moisture-wicking, quick-drying fabric and breathable mesh panels, it ensures you stay cool and comfortable...
    $29.50
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  • Sitka 90's Script Hi Pro Trucker Hat – Black and Orange Sitka 90's Script Hi Pro Trucker Hat – Black and Orange
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    Sitka Gear

    Sitka 90's Script Hi Pro Trucker Hat – Black and Orange

    The Sitka 90's Script Hi Pro Trucker Hat is a stylish nod to classic 90s design, featuring a high-profile foam front in black with vibrant orange script embroidery. This hat combines vintage aesthetics with modern comfort, making it ideal for both...
    $30.00
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  • Sitka Rising Teal Unstructured Snapback Hat – Seagrass Sitka Rising Teal Unstructured Snapback Hat – Seagrass
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    Sitka Gear

    Sitka King of Spring Hi Pro Foam Trucker Hat – Olive Green

    The Sitka King of Spring Hi Pro Foam Trucker Hat in Olive Green is designed for hunting enthusiasts and outdoor adventurers seeking both style and functionality. This high-profile trucker hat features a structured foam front that provides a...
    $30.00
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  • Sitka Rising Teal Unstructured Snapback Hat – Seagrass Sitka Rising Teal Unstructured Snapback Hat – Seagrass
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    Sitka Gear

    Sitka Rising Teal Unstructured Snapback Hat – Seagrass

    The Sitka Rising Teal Unstructured Snapback Hat in Seagrass color is designed for hunting enthusiasts and outdoor adventurers seeking both style and functionality. This low-profile, unstructured cap offers exceptional comfort and features an adjustable...
    $30.00
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  • Fish Hippie Baja Bonanza Hat - Marl Fish Hippie Baja Bonanza Hat - Marl
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    Fish Hippie

    Fish Hippie Baja Bonanza Hat - Marl

    Fish Hippie Baja Bonanza Hat - Marl Get ready for a bonanza of style with the Baja Bonanza Hat! This trucker hat in a vibrant orange color is sure to turn heads and make a statement wherever you go. Whether you're hitting the beach, going on an...
    $34.99
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  • Columbia PFG Outcast 3D Stretch Snap Back Ball Cap - White Columbia PFG Outcast 3D Stretch Snap Back Ball Cap - White
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    Columbia Sportswear

    Columbia PFG Outcast 3D Stretch Snap Back Ball Cap - White

    Columbia PFG Outcast 3D Stretch Snap Back Ball Cap - White Our premium headwear system combines the comfort of a secure, fitted hat and the customizability of an adjustable snap back Omni-Shade™ Broad Spectrum UPF 50 protects against skin damage...
    $34.99
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  • Columbia PFG Back Tack x Bentley Snap Back Ball Cap - Carbon Columbia PFG Back Tack x Bentley Snap Back Ball Cap - Carbon
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    Columbia Sportswear

    Columbia PFG Back Tack x Bentley Snap Back Ball Cap - Carbon

    Columbia PFG Back Tack x Bentley Snap Back Ball Cap - Carbon 5-panel construction for a low-profile unstructured fit Adjustable back closure Uses: Fishing Imported PFG Artist Series - Bentley Collection Introducing the PFG Artist series, featuring...
    $29.99
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  • Columbia PFG Lost Waters Snap Back Ball Cap - Black/Duck Camo Patch Columbia PFG Lost Waters Snap Back Ball Cap - Black/Duck Camo Patch
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    Columbia Sportswear

    Columbia PFG Lost Waters Snap Back Ball Cap - Black/Duck Camo Patch

    Columbia PFG Lost Waters Snap Back Ball Cap - Black/Duck Camo Patch Omni-Shade™ UPF 50 guards against skin damage using tight fabric construction and modified fibers to block UVA/UVB rays, so you stay protected in the sun Omni-Shield™ repels...
    $29.99
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