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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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Casual Fedora

1 - 28 of 55 Products
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…the outside, while a comfy custom Bailey sweatband should keep you comfortable for every event, day or night. The Bailey of Hollywood Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester  …

(22)
$60.00

  Introducing the Striped Straw Fedora Hat by Hatch Hats. This is a great summer time hat. It creates a casual laidback look and you can wear it just about anywhere. It's lightweight and comfortable. The hat band is created with a mixture of beautiful blue hues that will grab your attention and…

$40.50
Available Colors:
  • BLACK

  The Web Trim Mesh Cotton Safari Fedora Hat by Stetson is a casual hat designed for outdoor use. The sides of its crown are crafted of breathable mesh to keep your head cool during warm, sunny days while its flexible brim provides shade from the hot sun. A stylish hat band made of pattern…

$34.00
Available Colors:
  • KHAKI

…sizing.  Small = 7 Medium = 7 1/4 to 7 3/8 Large = 7 1/2 to 7 5/8 X-Large = 7 3/4    The Jaxon Toyo Straw Safari Fedora Hat is a great option for those seeking a casual Panama hat look, but at a much lower price point. Enjoy the classic Panama look - a timeless Pinch crown style and…

(49)
$39.95
Available Colors:
  • IVORYKHAKI

…the USA   Another gorgeous piece to join the panama collection is the Bailey Thurman Center Dent Panama. This piece screams classic and casual what more could you ask for in a hat.   Approx. 4" Pinch Front Crown 2 3/8" Snap Brim   Made of: 100% Genuine Panama Straw -…

$127.50

…this fedora is trimmed with a pleated, tonal paisley-print satin hat band, sweatband and lining. Its lightweight design doesn't weigh you down while its smooth satin lining feels cool against your noggin'. Offering a slightly dressy but still casual vibe, the Paisley Band Fabric Trilby Fedora Hat by…

(2)
$16.00

…of fedoras, the Baron Trilby Fedora Hat is another great option if you're in the market for a lightweight and breathable fedora hat. Featuring a stouter crown compared to traditional styles, the Baron is accented only with a small Kangol side logo. Its straight brim has a relaxed and casual look…

$47.60
Available Colors:
  • TAN
  • BLACK
  • CHARCOAL

…Straw Fedora Hat by Physician Endorsed. This is a great flexible fedora to take with you to the beach and will not take up a lot of space. The macrame hat band creates a more laid back feeling and the raffia straw helps to make it fit comfortably. If you are looking for something casual you can't…

$55.00

…The Bailey Briar Fedora is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a tear drop crown and handsome leather hat band. Great for both men and women, the Briar adds sophisticated and casual style to almost any…

(2)
$100.00

  Oozing casual comfort the Tommy Bahama Linen Safari Fedora Hat has your relaxation needs covered, complete with a "Caribbean Pain Killer" cocktail recipe on the inner crown! Offering the feel of a linen bucket hat in a safari fedora style while featuring a contrasting navy colored underbrim…

$30.00
Available Colors:
  • NATURAL

…& Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and Bailey hat pin.     Approx. 4" Crown 2 7/8" Pre-snap Brim   Made…

(4)
$123.25
Available Colors:
  • NATURAL

  The Child's Jute Fedora Hat by Jeanne Simmons is a versatile trilby style perfect for both dressy or casual attire. Boost your child's style with the classic and great looking Child's Jute Fedora Hat by Jeanne Simmons!     Approx. 3 3/4" C-crown 1 3/4" Pre-snap Brim    …

(1)
$24.95
Available Colors:
  • TAN

…something different? The new Stetson Weekend Fur Felt Safari Fedora Hat is the one! Crafted in the USA as part of their Royal Quality line of fine fur felt styles, the Weekend allows you let loose and experience the more casual side of Stetson. Trimmed with a narrow faux leather hat band overlaid…

$195.00
Available Colors:
  • WALNUTBROWN

Made in the USA Bailey of Hollywood is bringing to life the center dent sting brim fedora. Making the world of casual wear look a little more refined. Approx. 4" center dent crown Approx. 2" snap brim Made of: 100% toyo straw Unlined Dri-lex band Grosgrain ribbon Bailey…

(1)
$29.95

  Keep it casual and stylish with the Birdrock Raffia Straw Fedora Hat from Cappelli Straworld. The raffia straw build is durable, making this the perfect adventure hat, and the splash of color stitched into the side in fun designs gives this hat a great touch of style.   Approx. 4"…

$40.00

  Made in the USA   Stylish yet casual and relaxed, the Taylor Wool LiteFelt Floppy Fedora Hat by Pantropic is crafted in the USA and features their exclusive wool LiteFelt® for a soft, packable and water repellent finish. Its understated style boasts a classic tear drop crown (aka…

(2)
$98.00

  UPF 50+   Enjoy the maximum UPF coverage available with the casual style of the Luca Toyo Straw Wide Brim Fedora Hat by Gottex! Crafted of lightweight toyo straw, the Luca Fedora is adorned with a frayed hat band layered and tied at the side. Its wide brim provides extra coverage;…

$64.00
Available Colors:
  • IVORY
  • NATURALOLIVE

…bow is finished with an oval Scala side pin. Available in multiple, easy to coordinate colors, the Toyo Straw Safari Fedora Hat is a versatile style that complements both casual and dressy outfits.    Approx. 4" Pinch Crown - Front 3 3/4" Pinch Crown - Back 2 1/2" Underwelt Brim …

(1)
$48.00
Available Colors:
  • WHITE

  UPF 50+   Get in the beach frame of mind with the casual and relaxed style of ále by Alessandra's Lulu Raffia Straw Fedora Hat! Featuring a wide floppy brim with frayed ends, the Lulu will transport you to white sand beaches, swaying palm trees and crystal-clear waves. The extra…

$70.00
Available Colors:
  • NATURAL

  Made in the USA   Whether you're out on the town or keeping it casual, there's nothing more perfect than the Herrington Fur Felt Fedora Hat from Dobbs! The ribbon hat band and matching bow are chic, yet simple. No need to be flashy when you can look just as good with this neat…

$185.00

  Made in the USA   Whether you're out on the town or keeping it casual, there's nothing more perfect than the Egan Fur Felt Fedora Hat from Dobbs! The grosgrain hat band and matching bow are chic, yet simple. No need to be flashy when you can look just as good with this neat…

$185.00
Available Colors:
  • NAVYBLUE

  The Cosmopolitan Toyo Straw Fedora Hat from Hatch Hats is glitzy, glamorous, and casual, all in one! This perfect summer hat is breathable, due to the ventilated crown.  The adjustable drawstring grosgrain ribbon sweatband and unlined interior are additional elements of comfort.  Furthermore,…

$40.50
Available Colors:
  • IVORY
  • NATURAL

…venting along the sides of its crown distinguishes the Monaco Toyo Straw Fedora Hat by Betmar. Lightweight and breathable, the Monaco is crafted especially for warmer spring and summer months; pair with dresses or casual wear for a stylish and polished finish to your look.   Approx. 4"…

$48.00
Available Colors:
  • IVORYBLACK

…and trimmed brim add texture while the pre-snapped brim gives the hat a classic fedora look. Ideal for men and women, the Two-Tone Canvas Trilby Fedora Hat will add undeniable style to your spring and summer casual wear.    Approx. 4" Tear Drop Crown - Front 3 5/8" Tear Drop Crown - Back…

(2)
$32.00
Available Colors:
  • TAN

  The Marseille Wool Felt Fedora Hat by Brooklyn Hat Co features an extra wide brim and a wide grosgrain ribbon hat band for added drama. Its wide and floppy brim adds to the style's casual look while its raw edge finish keeps it neat and sleek. Lined in smooth satin and finished with a faux…

$48.95
Available Colors:
  • PECAN

…Hat Company's Eyelet Scarf Straw Fedora Hat boasts a breezy, beach-ready look ideal for spring and summer. A pretty eyelet scarf adorns the crown and may be easily switched out for a scarf of your choosing if you so desire. The frayed brim's edge adds a casual touch.    Approx. 4 3/8"…

$70.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador; Blocked & Finished in the USA   The Collonade Panama Straw Fedora Hat by Bailey combines a classic outback design and the hand-crafted artistry only a genuine panama straw hat can provide. Starting with a tear drop crown shape, the Collonade boasts a…

$119.00
Available Colors:
  • OLIVEGREEN

  A casual straw fedora for spring and summer, the new Denim Band Toyo Straw Fedora Hat by Callanan checks all the boxes for warm weather style. Lightweight? Check. Breathable? Check. Adjustable? Check! Its lightweight toyo straw make and classic pinch crown design are timeless; its…

$40.00
Available Colors:
  • NATURAL

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