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Men's Headwear

Men's hat styles for all seasons. Stylish street wear, dress hats, sporty caps, sun visors, hats for golf, fishing, sailing, hiking.
  • Tulum Natural Palm Straw Wide Brim Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Tulum Natural Palm Straw Wide Brim Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Wallaroo Hats

    Tulum Natural Palm Straw Wide Brim Hat - Wallaroo Hats

    $ 71.00

    Stunning handwoven natural palm straw safari hat.  Low teardrop crown with slight front pinch. UPF 50+ tightly braided palm straw block 97.5% of UV...

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    $ 71.00
  • Quinn Shapeable Brim Straw Western Hat - Wallaroo Hats Cowboy Hat Wallaroo Hats
    Quinn Shapeable Brim Straw Western Hat - Wallaroo Hats Cowboy Hat Wallaroo Hats QUI-IV Ivory M/L (58 cm)
    Wallaroo Hats

    Quinn Shapeable Brim Straw Western Hat - Wallaroo Hats

    $ 77.00

    A romantic western hat inspired by Jane Seymour's role in Dr. Quinn, Medicine Woman, and a new addition to Wallaroo's 2024 Jane Seymour collection....

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    $ 77.00
  • Portland Wide Brim Golf Hat with Golf Marker Magnet - Carkella Hats Safari Hat Wallaroo Hats
    Portland Wide Brim Golf Hat with Golf Marker Magnet - Carkella Hats Safari Hat Wallaroo Hats PORTM-IV-M Ivory Medium/Large (57-59 cm)
    Wallaroo Hats

    Portland Wide Brim Golf Hat with Golf Marker Magnet - Carkella Hats

    $ 63.00

    Classic Panama hat made with Carkella's signature golf marker magnet.  Teardrop crown with front pinch. Wide brim provides excellent sun protection...

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    $ 63.00
  • Paloma Frayed Brim Raffia Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Paloma Frayed Brim Raffia Fedora Hat - Wallaroo Hats Fedora Hat Wallaroo Hats PALO-IV Ivory M/L (58 cm)
    Wallaroo Hats

    Paloma Frayed Brim Raffia Fedora Hat - Wallaroo Hats

    $ 71.00

    Fun summer hat with light fraying on the brim.  Teardrop crown with slight front pinch. Rated as a UPF 50+ sun hat. Back of the brim is turned up. ...

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    $ 71.00
  • Marina Braided Palm Straw Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Marina Braided Palm Straw Hat - Wallaroo Hats Safari Hat Wallaroo Hats MAR-CA Camel M/L (58 cm)
    Wallaroo Hats

    Marina Braided Palm Straw Hat - Wallaroo Hats

    $ 71.00

    Stunning handwoven palm straw safari hat.  Teardrop crown with slight front pinch. Rated as a UPF 50+ sun hat. Flat brim, 3" wide. Narrow ribbon ba...

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    $ 71.00
  • Cortez Braided Palm Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Cortez Braided Palm Hat - Wallaroo Hats Fedora Hat Wallaroo Hats CORT-CA-M Camel M/L (58 cm)
    Wallaroo Hats

    Cortez Braided Palm Hat - Wallaroo Hats

    $ 71.00

    Great unisex palm straw fedora hat.  Teardrop crown with slight front pinch. Rated as a UPF 50+ sun hat. Back of the brim is turned up. Brim is 2.7...

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    $ 71.00
  • Buckthorn Tarp Cloth Western Outback Hat - Stetson Hats Safari Hat Stetson Hats
    Buckthorn Tarp Cloth Western Outback Hat - Stetson Hats Safari Hat Stetson Hats STC334-TAN2 Tan Medium
    Stetson Hats

    Buckthorn Tarp Cloth Western Outback Hat - Stetson Hats

    $ 39.99

    Faded tarp cloth outback hat. Teardrop crown with slight front pinch. Faux leather bounded, stitched 3" wide shapeable brim. Weathered cotton band ...

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    $ 39.99
  • Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW367-NAVY3 Navy Large
    Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW367-NAVY2 Navy Medium
    Dorfman Hat Co.

    Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat

    $ 23.99

    Lightweight wool blend flat cap. Herringbone pattern brown and navy blue cap. Sewn peak, 1.5". Cotton inner band. 20% wool, 80% polyester.

    $ 23.99
  • Flipper Tweed Patchwork Flat Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW316-PATCH2 Brown X-large
    Flipper Tweed Patchwork Flat Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW316-PATCH2 Brown Medium
    Dorfman Hat Co.

    Flipper Tweed Patchwork Flat Cap - Dorfman Hat

    $ 23.99

    Lightweight wool blend flat cap for fall wear. Shades of grey and brown tweed patchwork flat cap. Sewn peak, 1.5". Cotton inner band. 50% wool, 50%...

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    $ 23.99
  • Men's Cotton Visor with Velcro® Backstrap - Panama Jack Hats Visor Cap Panama Jack Hats PJ13-WHT White OS
    Men's Cotton Visor with Velcro® Backstrap - Panama Jack Hats Visor Cap Panama Jack Hats PJ13-BLK Black OS
    Panama Jack Hats

    Men's Cotton Visor with Velcro® Backstrap - Panama Jack Hats

    $ 19.99

    Classic curved bill square corner men's sun visor by Panama Jack. Comfortable cotton twill sun visor for golf or tennis. 2.75" curved peak with sti...

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    $ 19.99
  • Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat Cap Dorfman Hat Co.
    Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat Cap Dorfman Hat Co. BC210-BRN Brown OS
    Dorfman Hat Co.

    Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat

    $ 20.00

    Cedar leather-look weathered cotton baseball cap. Six-panel cap with button top. Curved brim. 2.75", with stitching detail. Antique T-slide closure...

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    $ 20.00
  • Petite Palm Beach Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Petite Palm Beach Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats PPLMBCH-NAT Beige Small (55 cm)
    Wallaroo Hats

    Petite Palm Beach Unisex Safari Hat - Wallaroo Hats

    $ 54.00

    The perfect unisex resort hat now available small size. Safari style hat made of soft braided fabric for ultimate comfort fit. Light weight hat wit...

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    $ 54.00
  • Wool Blend Tweed Patchwork Ivy Cap - Scala Hats Flat Cap Scala Hats
    Wool Blend Tweed Patchwork Ivy Cap - Scala Hats Flat Cap Scala Hats SC407-PATCH3 Patchwork Large
    Scala Hats

    Wool Blend Tweed Patchwork Ivy Cap - Scala Hats

    $ 39.99

    Multi tone tweed patchwork ivy cap by Scala Hats. Cushion front, 3" sewn bill. Button top. Cotton lining. Stitched twill sweatband.  Cotton inner b...

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    $ 39.99
  • Ceduna Wool Felt Safari with Faux Suede Band - Scala Hat Safari Hat Scala Hats DF206-OLIVE4 Olive X-Large (61 cm)
    Scala Hats

    Ceduna Wool Felt Safari with Faux Suede Band - Scala Hat

    $ 62.00

    Dented crown pinched front outback hat. Packable, crushable. Naturally water repellent and sun protective. Ribbon bound brim, 2.5" wide, downward s...

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    $ 62.00
  • Cairns Crushable Wool Felt Outback Hat - Scala Hat Safari Hat Scala Hats DF205-OLIVE4 Olive X-Large (61 cm)
    Scala Hats

    Cairns Crushable Wool Felt Outback Hat - Scala Hat

    $ 64.00

    Teardrop crown outback hat. Packable, crushable. Naturally water repellent and sun protective. Under welt brim, 3" wide, with slight up curling sid...

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    $ 64.00
  • Twin Falls Crushable Wool Felt Outback Hat - Scala Hat Safari Hat Scala Hats DF193-KAKI3 Khaki Large (60 cm)
    Scala Hats

    Twin Falls Crushable Wool Felt Outback Hat - Scala Hat

    $ 62.50

    Teardrop crown outback hat. Packable, crushable. Naturally water repellent and sun protective. Under welt brim, 3" wide, with slight up curling sid...

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    $ 62.50
  • Hendrix Fur Felt Snap Brim Fedora - Biltmore Hats Fedora Hat Biltmore Hats
    Hendrix Fur Felt Snap Brim Fedora - Biltmore Hats Fedora Hat Biltmore Hats BF3147HEN22 Bordeaux L  (7 3/8; 59 cm)
    Biltmore Hats

    Hendrix Fur Felt Snap Brim Fedora - Biltmore Hats

    $ 147.00

    President smooth finish fur felt hat polished and sanded for a smooth feel.  Handcrafted in the USA. Dented crown with front pinch.  Raw edge stitc...

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    $ 147.00
  • Westend Merino Wool Felt Fedora - Biltmore Hats Fedora Hat Biltmore Hats BF2640WEND21 Black M/L  (7 1/4; 58 cm)
    Westend Merino Wool Felt Fedora - Biltmore Hats Fedora Hat Biltmore Hats
    Biltmore Hats

    Westend Merino Wool Felt Fedora - Biltmore Hats

    $ 89.00

    Teardrop wool felt fedora handcrafted in the USA. Under welt brim, 2.125" wide. Grosgrain ribbon band with side bow and BILTMORE pin. Biltmore sena...

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    $ 89.00
  • Artisan Fur Felt Fedora Embossed Band - Biltmore Hats Fedora Hat Biltmore Hats BF554BARTN22 Black M  (7 1/8; 57 cm)
    Biltmore Hats

    Artisan Fur Felt Fedora Embossed Band - Biltmore Hats

    $ 199.00

    Rosellini finish fur felt fedora handcrafted in the USA. Extra smooth supple feel. Bubble pinch front. Embossed band, grosgrain bow with Biltmore p...

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    $ 199.00
  • Naples Fur Felt Fedora Grosgrain Band and Feather - Biltmore Hats Fedora Hat Biltmore Hats
    Biltmore Hats

    Naples Fur Felt Fedora Grosgrain Band and Feather - Biltmore Hats

    $ 149.00

    Fur felt fedora handcrafted in the USA. Teardrop crown with front pinch.  Raw edge brim, 2 1/8" wide. Grosgrain ribbon band with side bow and feath...

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    $ 149.00
  • Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats Fedora Hat Biltmore Hats
    Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats Fedora Hat Biltmore Hats BF4990CASS22WA72 Walnut M/L  (7 1/4; 58 cm)
    Biltmore Hats

    Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats

    $ 147.00

    Extra smooth rosellini finish fur felt fedora with a supple feel.  Handcrafted in the USA. Teardrop crown with front pinch.  Under welt brim, 2.25"...

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    $ 147.00
  • Tan ProvatoKnit Fedora for Men - DPC 1921 Hats Safari Hat Dorfman Hat Co. WP7-CAMEL4 Camel X-Large
    Save 19%
    Dorfman Hat Co.

    Tan ProvatoKnit Fedora for Men - DPC 1921 Hats

    Original Price $ 48.00
    Current Price $ 39.00

    ProvatoKnit safari hat with dented crown and slight front pinch. Under-welt brim 3" wide. Waxed cord tie over faux suede band. Stitched cotton swea...

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    Original Price $ 48.00
    Current Price $ 39.00
    Save 19%
  • Norfork Crushable Water Repellent Wool Fedora - Scala Hat Safari Hat Scala Hats DF3-CHOC4 Brown X-Large (61 cm)
    Scala Hats

    Norfork Crushable Water Repellent Wool Fedora - Scala Hat

    $ 48.00

    Classic dented and pinched fedora crown hat. Packable, crushable. Naturally water repellent and sun protective. Flat, underwelt brim, 2.5" wide. Gr...

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    $ 48.00
  • Rosebery Crushable Water Repellent Wool Outback Hat - Scala Hat Safari Hat Scala Hats DF509-BLK4 Black X-Large (61 cm)
    Scala Hats

    Rosebery Crushable Water Repellent Wool Outback Hat - Scala Hat

    $ 59.00

    Classic outback style wool felt hat. Packable, crushable. Naturally water repellent and sun protective. Pinched front and C-crown. Gently curved br...

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    $ 59.00
  • Dune Merino Wool Cattleman Fedora - Biltmore Hats Cowboy Hat Biltmore Hats BF2670DUNE261073 Natural Large (59 cm)
    Save 9%
    Biltmore Hats

    Dune Merino Wool Cattleman Fedora - Biltmore Hats

    Original Price $ 109.00
    Current Price $ 99.00

    Handcrafted wool felt cattleman hat. Double hump crown with side dent. Narrow braided horsehair band. BILTMORE pin. Leather sweatband. White satin ...

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    Original Price $ 109.00
    Current Price $ 99.00
    Save 9%
  • Faux Suede Fedora with Leather Band - Stacy Adams Hats Fedora Hat Stacy Adams Hats SAW709-NAVY4 Navy X-Large (61 cm)
    Save 40%
    Stacy Adams Hats

    Faux Suede Fedora with Leather Band - Stacy Adams Hats

    Original Price $ 48.00
    Current Price $ 29.00

    Faux suede porkpie fedora hat. Narrow brim, 1.5". Brown stitched leather band with STACY ADAMS stamp. Teardrop crown. 100% polyester

    Original Price $ 48.00
    Current Price $ 29.00
    Save 40%
  • ProvatoKnit Fedora with Contrast Underbrim - Stacy Adams Hats Fedora Hat Stacy Adams Hats
    ProvatoKnit Fedora with Contrast Underbrim - Stacy Adams Hats Fedora Hat Stacy Adams Hats SAW709-BLK4 Black X-Large (61 cm)
    Stacy Adams Hats

    ProvatoKnit Fedora with Contrast Underbrim - Stacy Adams Hats

    $ 48.00

    ProvatoKnit snap brim fedora hat. Bound brim, 2" wide. Contrast color underbrim. Teardrop crown with front pinch. Wide grosgrain ribbon band with s...

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    $ 48.00
  • Wool Blend Fedora with Striped Band - DPC Hats Fedora Hat Dorfman Hat Co.
    Wool Blend Fedora with Striped Band - DPC Hats Fedora Hat Dorfman Hat Co. MW321-BRN4 Brown XL
    Save 31%
    Dorfman Hat Co.

    Wool Blend Fedora with Striped Band - DPC Hats

    Original Price $ 26.00
    Current Price $ 18.00

    Wool blend teardrop crown and pinched front fedora. Narrow brim, 1.75" wide. Striped grosgrain band with loop and 1921 DPC pin. Stitched cotton swe...

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    Original Price $ 26.00
    Current Price $ 18.00
    Save 31%
  • Black ProvatoKnit Fedora for Men - DPC 1921 Hats Fedora Hat Dorfman Hat Co. WP3-BLK2 Black Medium
    Sold out
    Dorfman Hat Co.

    Black ProvatoKnit Fedora for Men - DPC 1921 Hats

    Original Price $ 46.00
    Current Price $ 29.00

    Teardrop crown and pinched front fedora. Under-welt brim 2" wide. Grosgrain band with side boy. Stitched cotton sweatband inside. 100% polyester

    Original Price $ 46.00
    Current Price $ 29.00
    Sold out
  • Crushable Wool Felt Fedora with Tie Print Band - Scala Hats Safari Hat Scala Hats
    Crushable Wool Felt Fedora with Tie Print Band - Scala Hats Safari Hat Scala Hats DF198-KAKI2 Khaki Medium
    Scala Hats

    Crushable Wool Felt Fedora with Tie Print Band - Scala Hats

    $ 46.00

    Teardrop crown and pinched front fedora. Narrow 1.5" brim. Tie print band with side bow and Scala pin accent. Crushable, packable, water repellent,...

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    $ 46.00
  • Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats Safari Hat Scala Hats DF213-BLK3 Black Large
    Scala Hats

    Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats

    $ 48.00

    Four seasons wool felt safari style hat. Fedora style C-crown and pinched front. Contrast color stitched brim, 3" wide, raw edge, soft. Grosgrain b...

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    $ 48.00
  • Aston Handwoven Shantung Flat Brim Hat - Biltmore USA Safari Hat Biltmore Hats BS344FASTN3437LG Toast Large (59 cm)
    Biltmore Hats

    Aston Handwoven Shantung Flat Brim Hat - Biltmore USA

    $ 89.00

    Handwoven shantung wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Distressed woven grosgrai...

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    $ 89.00
  • Wool Felt Teardrop Fedora - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Wool Felt Teardrop Fedora - Stacy Adams Hats Safari Hat Stacy Adams Hats SA716-BLUE Navy X-Large (61 cm)
    Stacy Adams Hats

    Wool Felt Teardrop Fedora - Stacy Adams Hats

    $ 64.00

    Wool felt snap brim fedora hat. Bound brim, 2.25" wide. Vegan suede top brim, and wool felt underbrim. Teardrop crown with front pinch. Stitched ve...

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    $ 64.00