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Fedora hats have enjoyed nearly a century of popularity due to their versatile look and ease of wear. Originally a women’s hat, fedoras became a staple of men’s attire after Prince Edward of Britain began wearing the hat in the 1920s. The hat is a versatile fashion piece and can be worn to formal and informal occasions.Typically the fedora has a lengthwise crease and a pinch in the front called the teardrop crown. Other popular shapes are the center dent and the diamond crown. The brim allows you to adjust your look by snapping down front and the back either up or down. Associated with Prohibition era gangsters to U.S. Presidents and iconic characters such as Indiana Jones, nowadays fedora hats are popular with musicians and celebrities and come in many styles and colors for both men and women.
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Fedora Hats

  1. New ProductTommy Bahama Bimini Toyo Straw Stingy Brim Fedora

    Tommy Bahama Bimini Toyo Straw Stingy Brim Fedora

    $49.99

    The Bimini from Tommy Bahama is a fine braid Toyo straw fedora with a 2" stingy brim. This stylish hat has an elasticized Coolmax sweatband for your comfort and is finished with a grosgrain hat band with herringbone overlay and a signature Tommy Bahama Marlin hat pin.

    • Material: 100% Toyo Straw
    • Brim: 2" Stingy Brim
    • Grosgrain hat band with herringbone overlay
    • Tommy Bahama Marlin hat pin
    • Coolmax Sweatband

  2. New ProductConner Sun Shield Boater Hat

    Conner Sun Shield Boater Hat

    $69.99
    • Ripstop Material
    • Hidden Sunshield for keeping the sun off your neck. Fits inside brim when not in use.
    • 3.25" Brim
    • It Floats! Great for water activities.
    • UPF 40+ Sun Protection
  3. New ProductStacy Adams Ritz Fedora With Accent Colored Underbrim

    Stacy Adams Ritz Fedora With Accent Colored Underbrim

    $64.99

    • 100% 5 BU Toyo Straw
    • Brim: 3"
    • Leather Hand Band
    • Signature Stacy Adams Hat Pin
    • Matching Accent Colored Brim Edge and Underbrim
    • Dri-Lex Sweatband
  4. Bailey of Hollywood Curtis Indy Fedora

    Bailey of Hollywood Curtis Indy Fedora

    $129.99

    For a great looking silhouette, there is nothing classier than a hat made by Bailey of Hollywood. This Bailey Curtis Fedora is in the Litefelt line, which combines traditional artisanship with modern technology to provide a sleek, crushable hat that will always return back to its original shape. This hat features a turn down brim, which has a slight downturn in the front and back, just like the hat of everyone's favorite archeologist, Indiana Jones. The 100% wool felt is water repellent, which means you'll be stylish, even on the rainiest of days.

    • Material: Litefelt Wool Felt
    • Style: Fedora
    • Brim: 2-3/4" Turn-Down
    • Crown: Low Profile Pinch Front
    • Water Repellent 100% Wool Felt
    • Ribbon Band with Bow
    • Made in the USA
  5. Bailey of Hollywood Derwent Panama Fedora

    Bailey of Hollywood Derwent Panama Fedora

    $199.99

    The Derwent Panama Fedora from Bailey of Hollywood is a stunner. Made in the USA from 100% Toqulla Palm, the Derwent features a unique tie dye effect  (no two Derwents will ever look the exactly the same!) throughout the center dent crown and 2 3/8" snap brim and is finished with a Japanese grosgrain band with a diagonal crosspiece and a signature Bailey dipped nail. Step up your game with this incredible hat today!

    • Material: 100% Toquilla Palm
    • Brim: 2 3/8" Snap Brim
    • Crown: 4" Center Dent 
    • Finished with a Japanese Grosgrain Hat Ribbon and Dipped Nail
    • Made in the USA!
  6. Bailey of Hollywood Stallworth Panama Fedora

    Bailey of Hollywood Stallworth Panama Fedora

    $184.99

    The Stallworth from Bailey of Hollywood is a grad crown, medium brim style Panama hat that features a dual color effect through the use of dyeing before being woven. Made from genuine 100% toquilla palm, this incredible Panama hat is finished with a double diagonal Japanese grosgrain hat band and a signature Bailey dipped nail.

    • Material: 100% Toquilla Palm
    • Brim: 2 7/8" Snap Brim
    • Crown: 3 3/4" Grad Crown
    • Dyed Dual Color Effect Straw
    • Japanese Grosgrain Hat Band
    • Dipped Nail 
  7. Bailey of Hollywood Tasmin Panama Fedora

    Bailey of Hollywood Tasmin Panama Fedora

    $184.99

    If you are looking for a hat to help you stand out from the crowd, look no further than the Tasmin from Bailey of Hollywood.

    This unique, custom weave, 100% Toquilla Palm straw Panama hat is handwoven in Ecuador (as all true Panama hats are) and finished by Bailey right here in the US. Each Tasmin is created by handweaving together custom dyed threads, meaning that each one is 100% unique. No two look exactly the same! The Tasmin features a 2 7/8" flat brim, a 3 3/4" teardrop crown, and is finished with a natural leather hat band and a finely woven sweatband for your comfort.

    Show off your unique style with the Tasmin Panama fedora from Bailey of Hollywood today!

    • Material: 100% Toqulla Palm Straw
    • Brim: 2 7/8" Flat Brim
    • Crown: 3 3/4" Teardrop Crown
    • Handwoven in Ecuador
    • Finished in the USA
    • Custom Weave
    • Natural Leather Hat Band
  8. Bailey of Hollywood Parson Panama Fedora

    Bailey of Hollywood Parson Panama Fedora

    $184.99

    If you are looking for a timeless mix of Panama and Western, look no further than the Parson Panama Fedora from Bailey of Hollywood. The Parson is a genuine Panama hat, hand woven in Ecuador and then carefully blocked and trimmed here in the USA. The Parson features a 2 7/8" medium snap brim and a Grad crown, giving it a bit of a Western look. It is finished with a webbing hat band and a contrast color bound edge. Make the Parson your next Panama fedora today!

    • Material: 100% Toquilla Palm
    • Brim: 2 7/8: Snap Brim
    • Grad Crown
    • Hand Woven in Ecuador
    • Finished in the USA
    • Webbing Hat Band
    • Color Contrast Bound Edge

  9. Bailey of Hollywood Giger Panama Fedora

    Bailey of Hollywood Giger Panama Fedora

    $184.99

    With its custom plaid-effect weave, the Giger Panama Fedora from Bailey of Hollywood is sure to be an eye catcher! It's a genuine Panama, hand woven in Ecuador and then completed in the U.S.A. where it is shaped, trimmed, and given a fine woven sweatband.. It features a teardrop crown, 2 3/8 " snap brim, & Japanese grosgrain band. If you are ready to make a statement this spring or summer, this is the hat for you!

    • Material: 100% Panama Straw
    • Brim: 2 3/8"
    • Crown: Teardrop
    • Japanese Grosgrain Hat Band
    • Woven Sweatband
    • Handwoven in Ecuador
    • Finished in the USA
  10. Tommy Bahama Tahiti Raffia Braided Fedora

    Tommy Bahama Tahiti Raffia Braided Fedora

    $69.99

    • Material: Braided Raffia Straw
    • Brim: 2"
    • 2 Pleat Tropical Print Hat Band
    • Signature Tommy Bahama Hat Pin 
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