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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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Cuban Fedora

1 - 28 of 69 Products
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…  Bigalli's sleek Boston Panama Straw Trilby Fedora Hat features a modern and smaller-profile fedora design ideal for both men and women. Enjoy the unparalleled look of a handwoven and handcrafted panama hat in a hip and trendy fedora style! The Boston is blocked with a classic teardrop…

(2)
$99.95
Available Colors:
  • BLACK
  • NATURAL
  • WHITE

  Soft and so easy to the wear, Scala's Summerville Polybraid Fedora Hat is made of a durable polybraid with an extra soft finish. We just get enough of how cozy and light this stingy brim fedora is! Ventilated all through out the body, both crown and brim, this hat is also completely…

(5)
$40.00
Available Colors:
  • NATURAL

…band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are…

(29)
$85.00

…help with sizing. Small = 7 1/8 Medium = 7 1/4 Large = 7 1/2 to  7 5/8 X-Large = 7 3/4 to 7 7/8   The Dekker Crushable Wool Felt Trilby Fedora Hat was named in honor of the legendary Ska Genius, Desmond Dekker, a.k.a. the King of Ska. Yes, we know that Mr. Dekker almost always wore a…

(29)
$49.95
Available Colors:
  • BLACK

…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 snap brim, the Coconut Straw Stingy Fedora Hat by New…

(2)
$125.00
Available Colors:
  • NATURAL

…forever. The Brixton Castor is an ultra hip toyo straw fedora, designed with a center dent pinch front crown and stingy brim. Trimmed with a sweet grosgrain ribbon hat band, lined in supple satin and topped with a Brixton pin, this stylish fedora will not disappoint!   Approx. 4 1/4"…

$55.00
Available Colors:
  • TAN

…Trilby Fedora Hat is an ultra-hip Toyo straw fedora, designed with a center dent pinch front crown and stingy brim. A textured, knobby weave adds to the Tribeca Trilby's relaxed, laid-back charm. Trimmed with a striped hat band, removable side feather and Jaxon side pin - the Tribeca Trilby Fedora

(26)
$39.95
Available Colors:
  • BROWN

  Handwoven in Ecuador; Finished in the USA   The Scala Snap Brim Panama Hat is a great stingy brim fedora for those that love their panamas but would like a smaller brim to not overwhelm them. It's a great spring/summer hat that you will be happy with for years to come.   …

(1)
$179.00
Available Colors:
  • NATURAL

  The hot Wool Felt Diamond Crown Fedora Hat from Jaxon Hats! Check out that stingy brim, it's only 1 1/2" wide! You'll look like a serious tenor man and a right hepcat!   Approx. 3 1/2" Diamond Crown 1 1/2" Snap Brim   Made of: 100% Wool Felt   Shallow Diamond…

$49.95

  Summer never looked so good! Jaxon Hats introduces another winning fedora to their spring/summer collection. Constructed of quality Toyo straw, the Toyo Braid Trilby Fedora Hat is designed with a bubble pinch crown and stingy snap brim. The classic trimmings include a grosgrain ribbon hat…

(68)
$39.95
Available Colors:
  • BLACK
  • TAN
  • WHITE

  High Stylin' & Profilin'...! You'll look wicked sexy in the new Jaxon Crushable Wool Felt Diamond Crown Fedora Hat! The awesome crushable feature takes this fedora up to the next level with its already sweet design of water resistant wool felt, grosgrain ribbon hat band ending in a slick…

(26)
$49.95
Available Colors:
  • BLACK

…both style and confidence with the Gain Wool Felt Fedora Hat from Brixton! Featuring a soft wool felt fedora designed with a pinch front center dent crown, trimmed with a sleek grosgrain ribbon hat band and a stingy snap brim, this fedora will get you through fall and winter in total style! …

$63.75

…Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear your Elliot Fedora and enjoy the sunshine! …

$75.00
Available Colors:
  • NATURAL

…the Stacy Adams Belmont Braid Pinch Crown Stingy Brim Fedora Hat. Combining a classic pinch crown, grosgrain band and accent feather with a modern "stingy" brim and breathable material, the Stacy Adams Belmont Braid Pinch Crown Stingy Brim Fedora Hat is a great example of old and new styling in one.…

(1)
$42.00
Available Colors:
  • WHITE

  Finally available in our popular stingy brim, c-crown fedora style, the Herringbone Wool Trilby Fedora Hat by Jaxon Hats is another classic in the making. Crafted of a lightweight wool blend, the Herringbone Trilby features a self-fabric hat band, small Jaxon "J" side pin and custom satin…

(3)
$44.95

…intentional look and do NOT constitute damage.   Made in the USA   New York Hat Company's Vintage Leather Fedora Hat is a unique stingy brim fedora made of 100% leather with a slightly vintage finish. The snap brim is bound in a slightly darker toned leather. Even the hat band…

(1)
$118.00
Available Colors:
  • RUST

  The Tropic Playa Stingy Brim is a great shape for the those who are avid fans of fedoras. Kangol's lightweight tropic material makes this the perfect accessory for sunny days.   Approx. 4 1/2" Center Pinch Crown 2" Stitched Brim   Made of:  60% Polyester 40%…

(13)
$59.50

…trend for females to wear hats normally reserved for men, which significantly rose in popularity throught the 2000's. The 2000s Wool Felt Trilby Fedora Hat is one of the most common hats for women to wear that combines male and female fashion. Bollman 2000's Trilby comes complete with a stingy brim…

$120.00
Available Colors:
  • GUNMETAL

…Perfect for both men and women, the Ridley C-Crown Fedora Hat by Jaxon Hats sports a classic teardrop crown (aka "C-Crown"), stylish striped hat band and popular "stingy" pre-snapped brim. Casual, lightweight, and packable, the Ridley C-Crown Fedora Hat has become a beloved mainstay of the Jaxon…

(241)
$39.95
Available Colors:
  • CHESTNUT
  • NATURAL
  • OLIVEGREEN

  The Blues Trilby Crushable Fedora Hat by Jaxon Hats is back! Made from 100% wool felt in the beloved blues style this fedora hat sports a classic pinch front crown with a short (aka "stingy") snap brim. Crushable and packable, Blues Trilby Crushable Fedora Hat is ideal for travel or play.…

(171)
$59.95

  Made in the USA   A new stingy brim fedora for our trilby fans, the Soho Poly Braid Stingy Brim Fedora Hat by Capas Headwear. A retro design with a stingy snap brim and center pinch crown, the Soho is accented with an extra wide grosgrain ribbon hat band, bow detailing and a faux…

$72.25

…We love a quality trilby and Stingy Brim Toyo Straw Fedora Hat by Dorfman Pacific Company! Beautifully crafted of toyo straw which has been constructed into a stingy 1 3/4" brim and a necktie inspired hat band. To top it all off, this fedora is lined for maximum comfort.      Approx.…

(1)
$24.00
Available Colors:
  • BLACK
  • NATURAL

  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

…the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain ribbon pug hat band. It's refined, it's modern, it's comfortable! Celebrate the art of hat-making and sharp dressing with the Cuban by…

$220.00
Available Colors:
  • BLEACH

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$80.00

  New for spring and summer, Jaxon Hats introduces the Cotton Trilby Fedora Hat crafted of lightweight and breathable 100% cotton. Designed with a modern "stingy" brim and overall smaller profile, the Cotton Trilby features a textured finish with a classic teardrop (i.e. "c") crown and sleek…

(6)
$39.95
Available Colors:
  • OATMEAL

…brim in the Detroit Wool Trilby Fedora by Jaxon Hats. Made of soft, crushable wool felt, the Detroit Wool Trilby Fedora makes a great travel hat. Complete with a grosgrain ribbon hat band, side feather and Jaxon side pin, the Detroit Wool Trilby Fedora by Jaxon Hats is a fantastic contemporary…

(28)
$59.95
Available Colors:
  • BLACK

  Made in the USA   The New York Hat Company's Lambskin Leather Fedora Hat is a sleek and stylish trilby sending us back to the days of Frank Sinatra and 1940s' private eye films. The 100% leather design from lambskin adds a slightly modern twist, while the lightweight body and satin…

(3)
$115.00
Available Colors:
  • BLACK

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