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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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1 - 28 of 107 Products
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  Made in Canada   The sur la tête Cotton Beret - 11 ½” Diameter is made of soft knitted 100% cotton with a slightly larger profile.  Lightweight, breathable and offered in a vast array of colors – you’re sure to find one, or more, that compliments your wardrobe and mood. Ideal for…

(99)
$29.95

  Bailey introduces the Craig Polybraid Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

  Made in Canada   The sur la tête Cotton Beret - 10 ½” Diameter is made of soft knitted 100% cotton with a classic profile – not too small or large.  Lightweight, breathable and offered in a vast array of colors – you’re sure to find one, or more, that compliments your wardrobe and…

(100)
$29.95

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$85.00

  Explore your next destination with your favorite new companion, the sur la tete Traveler Toyo Straw Sun Hat! Wear the brim up or down the toyo straw hat is trimmed with a self hat band and is designed with an adjustable linen drawstring sweatband.   Approx. 4 1/4" Round Crown 4…

(29)
$26.96
Available Colors:

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a teardrop crown and all-around snap stingy brim. A…

(6)
$90.00

  Made in the USA   The Coconut Straw Stingy Fedora Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a classic center pinch crown and stingy…

(2)
$112.50
Available Colors:
  • NATURAL

  Made in the USA   The Be Bop Coconut Straw Pork Pie Hat by New York Hat & Cap is made in the USA of 100% coconut straw. Lightweight and breathable, coconut straw is a great natural material used more and more in fashion today. Featuring a popular telescope crown and snap brim,…

(3)
$112.50
Available Colors:
  • NATURAL

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • BLACK
  • TAN

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

  UPF 50+ Sun Protection   Simple and classic, the Panama Jack Two Pleat Straw Safari Fedora Hat is lightweight, casual and offers superb UPF 50+ sun protection. Sporting a two-pleat cotton hat band and three grommets on each side for great breathability, the Two Pleat Straw Safari…

(11)
$42.26
Available Colors:
  • NATURAL

  Made in the USA   Are you a "Wild one"? This Brando cap (sans chain) is similar to the style of cap that Marlon Brando wore in the Movie, "The Wild One". Featuring 8/4 (eight-quarter) paneling, a center top button, and a contrasting black lambskin leather bill/visor, the Brando…

(13)
$68.00
Available Colors:
  • KHAKI

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an…

(3)
$164.05

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

(4)
$95.00

  Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably…

(1)
$164.05

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

$180.00

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

$90.00
Available Colors:
  • NATURAL
  • NAVYBLUE
  • BLACK

  Made in the USA   A bucket hat with some pork pie tendencies, we just love the originality of the Fisherman Cotton Blend Bucket Hat by the New York Hat Company. With a short, snap brim usually associated with a pork pie, the crushable, square crown and cotton material are bucket…

$85.00
Available Colors:
  • NAVYBLUE
  • TAN

  UPF 50+ Sun Protection The first hat Panama Jack ever made, still a best seller. Now isn't that the definition of a classic? The functional brim keeps the sun off your face and ears. Triple grommet vents on each side of the crown helps keep you cool on warm days. Fully structured,…

(23)
$48.95
Available Colors:
  • NATURAL

  UPF 50+ Sun Protection The first hat Panama Jack ever made, still a best seller. Now isn't that the definition of a classic?  The functional brim keeps the sun off your face and ears. Triple grommet vents on each side of the crown helps keep you cool on warm days. Fully…

(4)
$48.95
Available Colors:
  • KHAKI

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

(2)
$110.50
Available Colors:
  • BLACK
  • PEWTER
  • COGNAC
  • OXBLOOD
  • SERPENT

  UPF 50+ Sun Protection   You're ready for any outdoor adventure with the Cotton Blend Mesh Safari Fedora Hat from Panama Jack. This durable hat is made from a cotton blend, and features a breathable mesh crown that compliments the elasticized sweatband for one flawless hat!…

(3)
$40.00
Available Colors:
  • KHAKI

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

$200.00
Available Colors:
  • BLACK
  • NATURAL

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style. The teardrop…

(8)
$85.00

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

(1)
$200.00

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

(2)
$75.00
Available Colors:
  • NATURALTAN

  Designed with a double layered hat band, the Seadragon Toyo Straw Safari Fedora Hat by Panama Jack is a safari-styled fedora. Crafted out of a matte toyo straw, the hat band is made of leather. Perfect for the outdoor enthusiast, this straw fedora adds style to any adventure!   …

$42.26
Available Colors:
  • TEA

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