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Men's Headwear

  • Nosara Wide Brim Raffia Straw Island Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Nosara Wide Brim Raffia Straw Island Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    $ 73.00
    Wallaroo Hats

    Nosara Wide Brim Raffia Straw Island Hat - Wallaroo Hats

    Woven raffia hat created for sun protection. Extra wide, slightly downward brim, 4.5". Teardrop crown with slight front pinch. Multi-strand leather...

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    $ 73.00
  • Sanitas Ponytail Hole Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats
    Sanitas Ponytail Hole Hiking Hat - Wallaroo Hats Bucket Hat Wallaroo Hats SNTS-WN White/Navy Medium/Large (58 cm)
    $ 52.00
    Wallaroo Hats

    Sanitas Ponytail Hole Hiking Hat - Wallaroo Hats

    This lightweight, quick-dry hat was designed for outdoor activities. It makes a perfect companion on the course or the trail on sunny or windy days...

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    $ 52.00
  • Klara Elegant Wide Brim Straw Sun Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Klara Elegant Wide Brim Straw Sun Hat - Wallaroo Hats Safari Hat Wallaroo Hats KLAR-NY Navy M/L (58 cm)
    $ 65.00
    Wallaroo Hats

    Klara Elegant Wide Brim Straw Sun Hat - Wallaroo Hats

    Sophisticated wide brim sun hat in stunning colors for women.  Stunning wide brim sun hat in vibrant colors. Slightly downward sloping brim with st...

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    $ 65.00
  • DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-KAKI Khaki
    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads Cap Dorfman Hat Co. C935-PUTTY Putty
    $ 15.00
    Dorfman Hat Co.

    DPC Distressed Twill Cap with Frayed USA Flag for Small Heads

    Garment washed twill unstructured baseball cap for small head sizes. Six panel cap with button top. Pre-curved bill, 2.5" wide with red, white, and...

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    $ 15.00
  • Justin Hats - Travis Fine Palm Wide Brim Hat Safari Hat Justin Hats JS19TBTRAV4054 Natural 6 3/4 (54 cm)
    $ 59.00
    Justin Hats

    Justin Hats - Travis Fine Palm Wide Brim Hat

    Hand-woven authentic Mexican palm safari-style hat. C-crown with pinch front. Narrow macrame and brown leather band. JUSTIN pin and feather accent....

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    $ 59.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats DA1302-GREY Grey Large (59cm)
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    The perfect sun protection hat for your summer adventures. Crushable, packable, water resistant, UPF50+ UV blocking hat. Downward wide brim, 4.5". ...

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    $ 35.00
  • Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    $ 32.00
    Boardwalk Style Hats

    Fine Braid Straw Beach Hat, M/L size - Boardwalk Style

    Soft braid dome crown wide brim sun hat. Great sun protection hat for gardening or the beach. Slightly downward wide brim, 4.5" wide. Rope chin cor...

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    $ 32.00
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA8101-TAN Tan OS (58 cm)
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Soft braid dented crown pinched front fedora hat. Great style for men and women. Slightly downward brim, 2.75" wide. Vegan leather belt. Ribbon inn...

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    $ 27.00
  • Unisex Packable Straw Cattleman Cowboy Hat  - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Unisex Packable Straw Cattleman Cowboy Hat  - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA1991-NAT Natural OS (58 cm)
    $ 34.00
    Boardwalk Style Hats

    Unisex Packable Straw Cattleman Cowboy Hat - Boardwalk Style

    Tightly braided cattleman hat for men and women. Full length center creased crown, with deep side dents. Buckaroo style flat brim slightly downturn...

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    $ 34.00
  • 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
    $ 71.00
    Wallaroo Hats

    Tulum Natural Palm Straw Wide Brim Hat - Wallaroo Hats

    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)
    $ 77.00
    Wallaroo Hats

    Quinn Shapeable Brim Straw Western Hat - Wallaroo Hats

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

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    $ 77.00
  • 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)
    $ 71.00
    Wallaroo Hats

    Paloma Frayed Brim Raffia Fedora Hat - Wallaroo Hats

    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)
    $ 71.00
    Wallaroo Hats

    Marina Braided Palm Straw Hat - Wallaroo Hats

    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)
    $ 71.00
    Wallaroo Hats

    Cortez Braided Palm Hat - Wallaroo Hats

    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
  • 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
    $ 20.00
    Dorfman Hat Co.

    Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat

    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)
    $ 54.00
    Wallaroo Hats

    Petite Palm Beach Unisex Safari Hat - Wallaroo Hats

    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
  • Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats Safari Hat Scala Hats DF213-BLK3 Black Large
    $ 48.00
    Scala Hats

    Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats

    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
  • Handwoven Bao Straw Fedora Hat - Biltmore USA Safari Hat Biltmore Hats
    Handwoven Bao Straw Fedora Hat - Biltmore USA Safari Hat Biltmore Hats BVC110-NAT Natural OSFM
    $ 110.00
    Biltmore Hats

    Handwoven Bao Straw Fedora Hat - Biltmore USA

    Handwoven bao straw wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Narrow grosgrain ribbon ...

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    $ 110.00
  • Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats Trapper Hat Scala Hats
    Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats Trapper Hat Scala Hats LW787 Black / Red OS
    $ 31.99
    Scala Hats

    Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats

    Black berber trooper hat with black and red buffalo plaid earflap. Quilted satin lining. Earflaps with tie. 100% polyester

    $ 31.99
  • Rodeo Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats
    Rodeo Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats TU1-9300 Burnt Palm Small (55 cm)
    Sold out
    $ 48.00
    Tula Hats

    Rodeo Burnt Palm Leaf Western Hat - Tula Hats

    Burnt palm leaf cowboy hat.  Double hump crown with side dents. Rated as an excellent UPF 50+ sun hat. Wide brim with curled up sides, 3.5" wide. C...

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    $ 48.00
  • Lightweight HyperKewl® Soaker Cap with Palm Tree - Tommy Bahama Hats Cap Tommy Bahama Hats TBC23-KAKI Khaki
    Lightweight HyperKewl® Soaker Cap with Palm Tree - Tommy Bahama Hats Cap Tommy Bahama Hats TBC23-BLUE Blue
    $ 28.00
    Tommy Bahama Hats

    Lightweight HyperKewl® Soaker Cap with Palm Tree - Tommy Bahama Hats

    TOMMY BAHAMA's Paurotis cadet style cap. Lightweight Supplex® nylon powered by HyperKewl™ cooling technology. Cooling insert inside can be soaked f...

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    $ 28.00
  • Cotton Baseball Cap with Flamingo Embroidery - Tommy Bahama Hats Cap Tommy Bahama Hats TBC21-WHT White
    $ 28.00
    Tommy Bahama Hats

    Cotton Baseball Cap with Flamingo Embroidery - Tommy Bahama Hats

    TOMMY BAHAMA's Lady Flamingo baseball cap. Unstructured garment washed twill six panel cap. Embroidered flamingo accent on front. Pink sandwiched p...

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    $ 28.00
  • Cotton Baseball Cap with Flower Embroidery - Tommy Bahama Hats Cap Tommy Bahama Hats TBC14-KAKI Khaki
    Cotton Baseball Cap with Flower Embroidery - Tommy Bahama Hats Cap Tommy Bahama Hats
    $ 24.00
    Tommy Bahama Hats

    Cotton Baseball Cap with Flower Embroidery - Tommy Bahama Hats

    TOMMY BAHAMA's Albatross baseball cap. Unstructured cotton six panel cap. Embroidered flower and Tommy Bahama logo on front. Contrast color stitchi...

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    $ 24.00
  • Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats
    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats Cowboy Hat Rustic Palm Leaf Hats 7298-XS Burnt Palm XS (53 cm)
    $ 24.00
    Rustic Palm Leaf Hats

    Petite Palm Leaf Cowboy Hat - Rustic Palm Leaf Hats

    Burnt palm leaf cattleman hat for small heads. Classic double hump crown with side pinch and metal eyelets. Curled brim with two tone chevron patte...

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    $ 24.00
  • Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats Safari Hat Rustic Palm Leaf Hats 7299 Burnt Palm XS (54 cm)
    Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats Safari Hat Rustic Palm Leaf Hats
    Sold out
    $ 24.00
    Rustic Palm Leaf Hats

    Petite Palm Leaf Safari Hat - Rustic Palm Leaf Hats

    Braided burnt palm leaf safari hat for small head sizes. Fedora style dented and pinched crown with metal eyelets. Wide front to back curve brim, 3...

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    $ 24.00
  • Classic Summer Straw Fedora Hat, Unisex - Angela & Williams Hat Fedora Hat Epoch Hats F2781-NT Natural M/L (58 cm)
    $ 18.00
    Epoch Hats

    Classic Summer Straw Fedora Hat, Unisex - Angela & Williams Hat

    Classic straw fedora hat in medium/large size. C-crown fedora with pinched front. Small brim 1.5" wide with turned up back. Black ribbon band. Cott...

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    $ 18.00
  • Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS6654-MD Natural Palm Medium (57 cm)
    $ 39.00
    Jeanne Simmons

    Woven Palm Leaf Cowboy Hat - Jeanne Simmons Hats

    Natural palm leaf safari style hat. Two hump crown. Faux leather band. Curled up side brim, 3.5" wide. Elastic inner comfort band. Naturally sun pr...

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    $ 39.00
  • Tie Dye Cotton Baseball Cap for Ladies - Cappelli Straworld Hats Cap Epoch Hats CSW410-CO Coral OS
    Tie Dye Cotton Baseball Cap for Ladies - Cappelli Straworld Hats Cap Epoch Hats CSW410-PP Purple OS
    $ 19.99
    Epoch Hats

    Tie Dye Cotton Baseball Cap for Ladies - Cappelli Straworld Hats

    Six panel multicolor tie dye cotton cap with button top. Hook and loop closure. Embroidered eyelets on all six panels. Curved 2.75" wide bill. One ...

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    $ 19.99
  • Unisex Mixed Color Wool French Beret - Angela & William Beanie Epoch Hats WW004-MXBL Mixed Navy OS
    $ 14.25
    Epoch Hats

    Unisex Mixed Color Wool French Beret - Angela & William

    Classic style beret hat Soft pure wool. 11" diameter round crown. One size, fits up to 59 cm, (23 1/4") 100% wool.

    $ 14.25
  • Under the Sea Lifeguard Hat for Small Heads - Makai Hats Lifeguard Hat Makai Hat
    Under the Sea Lifeguard Hat for Small Heads - Makai Hats Lifeguard Hat Makai Hat MAK102OS Natural Small
    Sold out
    $ 31.99
    Makai Hat

    Under the Sea Lifeguard Hat for Small Heads - Makai Hats

    Rush straw wide brim lifeguard hat for small heads. Lightly downward sloping 3.75" wide brim. Under the sea shark print covered underbrim provides ...

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    $ 31.99
  • Burnt Palm Leaf Fedora Hat with Tribal Band- Tula Hats Fedora Hat Tula Hats
    Burnt Palm Leaf Fedora Hat with Tribal Band- Tula Hats Fedora Hat Tula Hats TU1-1880 Burnt Palm Small Stretch band (55-56 cm)
    Sold out
    $ 41.00
    Tula Hats

    Burnt Palm Leaf Fedora Hat with Tribal Band- Tula Hats

    A fun unisex palm straw trilby hat. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 1.5" wide. Crown depth 4". Narrow triba...

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    $ 41.00
  • Sierra Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats
    Sierra Burnt Palm Leaf Western Hat - Tula Hats Cowboy Hat Tula Hats TU1-8000 Burnt Palm Small (55 cm)
    $ 48.00
    Tula Hats

    Sierra Burnt Palm Leaf Western Hat - Tula Hats

    Burnt palm leaf cowboy hat for small heads.  C-crown with front pinch. Rated as a UPF 50+ sun hat. Wide brim with curled up sides, 3.5" wide. Crown...

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    $ 48.00
  • Kenny K. Crushable Panama Fedora Panama Hat Great hats by Karen Keith TM53M Ivory M (57cm)
    Sold out
    $ 36.00
    Great hats by Karen Keith

    Kenny K. Crushable Panama Fedora

    Knobby woven toyo straw wide brim panama fedora. Lightweight structure, perfect for golf. 2.5" wide brim. Excellent UPF 50+ sun protection. Grosgra...

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    $ 36.00
  • Senna Handwoven Shantung Flat Brim Hat - Biltmore USA Safari Hat Biltmore Hats BS344SENA34MD Natural Medium  (57 cm)
    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA Safari Hat Biltmore Hats BS344SENA34SM Natural Small  (55 cm)
    $ 95.00
    Biltmore Hats

    Senna Handwoven Shantung Flat Brim Hat - Biltmore USA

    Handwoven shantung wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Wide grosgrain ribbon ban...

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    $ 95.00
Men's hat styles for all seasons. Stylish street wear, dress hats, sporty caps, sun visors, hats for golf, fishing, sailing, hiking.