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Men's Headwear

  • Woven Straw Fedora Hat for Small Heads - Milani Hats Fedora Hat Milani Hats
    Woven Straw Fedora Hat for Small Heads - Milani Hats Fedora Hat Milani Hats KFD115 Natural XS (54 cm)
    Sold out
    $ 15.00
    Milani Hats

    Woven Straw Fedora Hat for Small Heads - Milani Hats

    Classic little summer fedora for small head sizes. Tear drop crown with slight front pinch. Narrow, 1.5" wide brim. Black grosgrain ribbon band wit...

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    $ 15.00
  • Rough Braid Raffia Lifeguard Hat - Scala Hats Lifeguard Hat Scala Hats
    Rough Braid Raffia Lifeguard Hat - Scala Hats Lifeguard Hat Scala Hats 318OSNAT3 Natural L/XL
    Sold out
    $ 54.99
    Scala Hats

    Rough Braid Raffia Lifeguard Hat - Scala Hats

    Rough braid natural raffia straw lifeguard hat. Downward sloping 5" wide brim. Waxed cotton chin cord with toggle lock. Wide elasticized comfort sw...

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    $ 54.99
  • Trailblazer Hiker Breezer Hat - Henschel Hats Safari Hat Henschel Hats H5297KHS Khaki Small (22")
    Sold out
    $ 46.00
    Henschel Hats

    Trailblazer Hiker Breezer Hat - Henschel Hats

    Packable lightweight sun protection hat for all outdoor activities. Low rise cotton crown top. Mesh breezer side panels to maximize airflow. Cotton...

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    $ 46.00
  • Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288NV1 Navy S/M
    Sold out
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Navy - DPC Outdoor Headwear

    Supplex® materials provide cottony soft comfort, while shrink and fade resistant, and faster drying. This best selling boonie hat is a great compan...

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    $ 32.00
  • Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288SLATE1 Slate S/M
    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    $ 32.00
    Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear

    Supplex® materials provide cottony soft comfort, shrink and fade-resistant, and fast drying. This boonie hat is great for any outside sport, leisur...

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    $ 32.00
  • Pistol Mexican Palm Flat Brim Hat - Biltmore Hats Safari Hat Biltmore Hats BS70TFPISLXLS Natural Small  (55 cm)
    $ 89.00
    Biltmore Hats

    Pistol Mexican Palm Flat Brim Hat - Biltmore Hats

    Handwoven authentic Mexican palm outback style hat. Classic teardrop crown hat with pinched front. Solid rust color grosgrain ribbon band. Biltmore...

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    $ 89.00
  • High Country Tribal Band Wide Brim Fabric Hat - Scala Hats Safari Hat Scala Hats
    High Country Tribal Band Wide Brim Fabric Hat - Scala Hats Safari Hat Scala Hats MS487OS Khaki S/M (57cm)
    $ 54.00
    Scala Hats

    High Country Tribal Band Wide Brim Fabric Hat - Scala Hats

    This is the perfect hat for travel. Sewn poly ribbon construction with pinched front and dented crown. Wide, sun shielding brim, 4" wide. Ribbon ba...

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    $ 54.00
  • Sequoia Black Wool Felt Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BF2146SEQU1 Black Small (55 cm)
    $ 89.00
    Biltmore Hats

    Sequoia Black Wool Felt Safari Hat - Biltmore Hats

    Handcrafted wool felt bubble pinch crossover hat. Teardrop crown with pinched front. Leather cord and braided leather band. Brass concho displays h...

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    $ 89.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439TN Tan Small (56 cm)
    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439BZ Bronze Small (56 cm)
    $ 24.00
    Jeanne Simmons

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Classic summer fedora hat for small head size.  Soft sewn braid fedora, perfect for travel. Dented crown with front pinch. 2" wide brim. Black band...

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    $ 24.00
  • Tommy Bahama Woven Straw Fedora with TB Marlin Pin Fedora Hat Tommy Bahama Hats TBW264OSl Natural L/XL (23 1/4")
    Tommy Bahama Woven Straw Fedora with TB Marlin Pin Fedora Hat Tommy Bahama Hats TBW264OSs Natural S/M (22 1/4")
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    $ 59.00
    Tommy Bahama Hats

    Tommy Bahama Woven Straw Fedora with TB Marlin Pin

    Tommy Bahama men's fedora hat. Woven multi tone toyo fedora with open weave striped crown. Two-tone linen band with TB Marlin pin. Shapeable 1.75" ...

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    $ 59.00
  • Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co.
    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats Bucket Hat Dorfman Hat Co. 830D-DTAN1 Tan Small (55 cm)
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    $ 22.50
    Dorfman Hat Co.

    Water Repellent Poplin Bucket Hat, British Tan - DPC Hats

    Water repellent poplin bucket hat. Flat crown top. Slightly tapering sidewalls. Shapeable 2" wide stitched brim. Sewn eyelets. Navy and red striped...

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    $ 22.50
  • Vented Crown Straw Fedora with Striped Band - Scala Hats Fedora Hat Scala Hats
    Vented Crown Straw Fedora with Striped Band - Scala Hats Fedora Hat Scala Hats
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    $ 39.99
    Scala Hats

    Vented Crown Straw Fedora with Striped Band - Scala Hats

    Low crown fedora hat with vented mid-crown. Dented crown with pinched front. Wide two tone, tan and black, striped grosgrain ribbon band with SCALA...

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    $ 39.99
  • Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237TAN Tan Small (56cm)
    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237NAT Natural Small (56cm)
    $ 24.00
    Jeanne Simmons

    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats

    Classic fedora hat with teardrop crown. Slight front pinch. Narrow brim, 2" wide. Black band. Cotton inner band with drawstring to reduce size. 100...

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    $ 24.00
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338x Natural Palm Small (55 cm)
    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats
    $ 32.00
    SetarTrading Hats

    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats

    Natural tripilla palm straw sun hat for men and women. Tight micro-braided strands create high quality sun protection hats. Shallow crow, 3.75" wit...

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    $ 32.00
  • Wool Felt Fedora Hat with Tie Print Band - Carlos Santana Hats Fedora Hat Santana Hats SAN372-NAV1 Navy Small/Medium (57 cm)
    Wool Felt Fedora Hat with Tie Print Band - Carlos Santana Hats Fedora Hat Santana Hats SAN372-BURG1 Burgundy Small/Medium (57 cm)
    $ 34.00
    Santana Hats

    Wool Felt Fedora Hat with Tie Print Band - Carlos Santana Hats

    Wool felt fedora designed by Carlos Santana. C-crown with pinched front. Classic fedora brim, 1.75" wide, turned up back. Navy blue ribbon bound br...

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    $ 34.00
  • Aussie Ultra Lightweight Crushable Safari Hat - Henschel Hats Safari Hat Henschel Hats H5300 Khaki Small (22")
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    $ 43.00
    Henschel Hats

    Aussie Ultra Lightweight Crushable Safari Hat - Henschel Hats

    Packable ultra lightweight sun hat for men. Cotton polyester blend Archroma® technology fabric. Durable, extremely lightweight, UV blocking mesh ha...

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    $ 43.00
  • Tribal Band Straw Gaucho Hat - Sun Hat - JSA Bolero Hat Jeanne Simmons JS8248 Black Small (56 cm)
    Sold out
    $ 25.00
    Jeanne Simmons

    Tribal Band Straw Gaucho Hat - Sun Hat - JSA

    Black toyo straw gaucho, bolero style sun hat. Sunken crown top with slightly tapered sides. Flat brim, 4" wide. Black faux leather band. Tribal pa...

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    $ 25.00
  • Palm Tree Reversible Cotton Bucket Hat - JSA Bucket Hat Jeanne Simmons JS6686 Navy Small (22 1/4")
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    $ 12.00
    Jeanne Simmons

    Palm Tree Reversible Cotton Bucket Hat - JSA

    Classic cotton bucket hat  Painted palm trees on navy cotton fabric. Blue chambray reverse side. Stitched brim, 2" wide. Shallow, 3.5" deep crown. ...

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    $ 12.00
  • Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats Bucket Hat Dorfman Hat Co. MC1-KAKI1 Khaki Small (55 cm)
    $ 24.00
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Covered Underbrim - DPC Global Hats

    Evergreen DPC Outdoor hats for fishing. Supplex® nylon boonie hat. Covered underbrim reduces glare. Stitched brim, 3.25" wide. Wide elastic CoolMax...

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    $ 24.00
  • Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co.
    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats Bucket Hat Dorfman Hat Co. MC2-KAKI1 Khaki Small (55 cm)
    $ 26.99
    Dorfman Hat Co.

    Supplex® Nylon Boonie with Mesh Crown - DPC Global Hats

    Trailer DPC Outdoor hats for hiking. Supplex® nylon boonie with vented mesh crown. Covered underbrim, 3" wide stitched brim. Wide elastic CoolMax® ...

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    $ 26.99
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Classy little summer straw fedora. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 2" wide. Crown depth 4". Naturally water...

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    $ 41.00
  • Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats
    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats Gambler Hat Tula Hats TU-15000S Burnt Palm Small (56-57 cm)
    $ 45.00
    Tula Hats

    Burnt Palm Leaf Outback Sun Hat for Small Heads - Tula Hats

    Great unisex outback gambler sun protection hat for small head sizes. Flat crown wall and telescope crown top. Provides excellent sun protection, U...

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    $ 45.00
  • Weathered Leather Cadet Cap - Stetson Hats Cap Stetson Hats
    Weathered Leather Cadet Cap - Stetson Hats Cap Stetson Hats STW355-BN1 Brown S/M (57-59)
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    $ 62.00
    Stetson Hats

    Weathered Leather Cadet Cap - Stetson Hats

    Aged look leather cadet cap. Flat crown top. Curved 2" bill. Double metal STETSON eyelets. Stetson logo on side. Antiqued slide buckle closure with...

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    $ 62.00
  • DPC Global Boonie Soaker Hat with Chin Cord - Dorfman Hats Bucket Hat Dorfman Hat Co.
    DPC Global Boonie Soaker Hat with Chin Cord - Dorfman Hats Bucket Hat Dorfman Hat Co. MC403OS-TAN Tan S/M
    Sold out
    $ 31.25
    Dorfman Hat Co.

    DPC Global Boonie Soaker Hat with Chin Cord - Dorfman Hats

    New addition to our soaker hat collection. Boonie style hat with leatherette chin cord. This hat is made of a special suede-like microfiber that re...

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    $ 31.25
  • DPC Global Safari Style Soaker Hat - Dorfman Hats Safari Hat Dorfman Hat Co.
    DPC Global Safari Style Soaker Hat - Dorfman Hats Safari Hat Dorfman Hat Co. MC401OS-NAT2 Natural S/M
    $ 31.25
    Dorfman Hat Co.

    DPC Global Safari Style Soaker Hat - Dorfman Hats

    New safari style soaker hat.  Brim and crown top is made of a special suede-like microfiber that retains water and provides slow evaporative coolin...

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    $ 31.25
  • Classic Cotton Flat Cap for Men - Epoch Hats Flat Cap Epoch Hats
    Classic Cotton Flat Cap for Men - Epoch Hats Flat Cap Epoch Hats IV4128-SM Khaki Small/Medium
    $ 19.75
    Epoch Hats

    Classic Cotton Flat Cap for Men - Epoch Hats

    Solid cotton cotton flat caps for men. Classic flat top panel with sectioned back portion. Snap bill, 1.5" wide. EPOCH pin accent. Cotton inner ban...

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    $ 19.75
  • Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co. 863M-PUTTY1 Putty Small (55 cm)
    $ 31.99
    Dorfman Hat Co.

    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co.

    Trailman breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downward sloping stitched and bound...

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    $ 31.99
  • Franklin Structured 8" Tall Wool Felt Top Hat - Scala Hat Top Hat Scala Hats
    Franklin Structured 8" Tall Wool Felt Top Hat - Scala Hat Top Hat Scala Hats WF571 Black Small (55 cm)
    Sold out
    $ 114.75
    Scala Hats

    Franklin Structured 8" Tall Wool Felt Top Hat - Scala Hat

    Historical tall Franklin top hat, 8" crown. Structured wool felt. Bound brim, 2.5" wide curled up. Grosgrain band with side bow and SCALA pin detai...

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    $ 114.75
  • Harwick Structured 4" Tall Wool Felt Top Hat - Scala Hat Top Hat Scala Hats
    Harwick Structured 4" Tall Wool Felt Top Hat - Scala Hat Top Hat Scala Hats WF570 Black Small (55 cm)
    Sold out
    $ 72.00
    Scala Hats

    Harwick Structured 4" Tall Wool Felt Top Hat - Scala Hat

    Classic structured wool felt short top hat, 4" crown. Bound brim, 1.75" wide curled up. Grosgrain band with side bow and SCALA pin detail. Satin li...

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    $ 72.00
  • Mad Hatter Structured Wool Felt Top Hat up to 2XL - Scala Hat Top Hat Scala Hats
    Mad Hatter Structured Wool Felt Top Hat up to 2XL - Scala Hat Top Hat Scala Hats WF567 Black Small (55 cm)
    Sold out
    $ 103.00
    Scala Hats

    Mad Hatter Structured Wool Felt Top Hat up to 2XL - Scala Hat

    Mad Hatter's structured wool felt top hat with 6" tall crown. Bound brim, 2" wide curled up. 24-Ligne grosgrain band with side bow and SCALA pin de...

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    $ 103.00
  • Weathered Cotton Ivy Cap - DPC Outdoor Hat Flat Cap Dorfman Hat Co.
    Weathered Cotton Ivy Cap - DPC Outdoor Hat Flat Cap Dorfman Hat Co. MC388 Brown Small/Medium
    Sold out
    $ 26.00
    Dorfman Hat Co.

    Weathered Cotton Ivy Cap - DPC Outdoor Hat

    Mercury leather-look weathered cotton flat cap. Decorative stitching on flat crown.  Sewn 2.25" peak bill. Sectioned elastic and fabric sweatband. ...

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    $ 26.00
  • Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Brown Small/Medium
    Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Grey Small/Medium
    Sold out
    $ 19.00
    Dorfman Hat Co.

    Houndstooth Lined Flat Cap - Dorfman Pacific Hat

    Lightweight flat cap for fall wear. Houndstooth pattern. Snap peak, 1.5". Satin lined crown. Cotton inner band with elasticized front portion. 100%...

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    $ 19.00
  • Linked Fedora Hat with Braid Band - Carlos Santana Hats Fedora Hat Santana Hats SAN355 Navy Small/Medium (57 cm)
    Sold out
    $ 34.00
    Santana Hats

    Linked Fedora Hat with Braid Band - Carlos Santana Hats

    Wool felt fedora designed by Carlos Santana. C-crown with pinched front. Classic fedora brim, 1.75" wide, turned up back. Grosgrain ribbon band wit...

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    $ 34.00
Men's hat styles for all seasons. Stylish street wear, dress hats, sporty caps, sun visors, hats for golf, fishing, sailing, hiking.