Gambler, Porkpie, Boater, Bolero, Gaucho Hats

Gambler Hat

These hats have a low oval shape crown, straight sidewalls, flat telescopic crown top hat with medium to large curled brim. Lately also referred to as Heisenberg, Walter White Breaking Bad hat.

Porkpie Hat

Small curled brim hats. Sidewalls taper slightly upward. Originally very shallow, now low to medium crown height with set-in top. Its name is a reference to the actual pork pie dish. Often associated with blues and jazz.

Boater Hat

A boater hat is made of straw and has flat brim, straight sidewalls, shallow crown with flat top, typically, accented with a solid color or striped ribbon. Also referred to as straw boater, skimmer, somer, basher, cady. Classic turn of the 20th Century look.

Bolero, Gaucho Hat Styles

Originally worn by cowboys in South America. These hats are made of felt with wide flat brim, shallow flat crown with chin cord. Think Zorro, or Spanish dancers.

Bohemian Hand Crafted Wool Felt Gaucho Hat - Biltmore Hats
Bohemian Hand Crafted Wool Felt Gaucho Hat - Biltmore Hats
$ 119.00

Bohemian Hand Crafted Wool Felt Gaucho Hat - Biltmore Hats

Stunning distressed wool felt gaucho style hat. Telescope crown with flat top and straight sidewalls. 4" wide stiff flat brim. Grosgrain ribbon ban...

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$ 119.00
ad1020a adora hats wool felt women's gambler with braided soft wool tie black
$ 45.00

Adora® Hats Wool Felt Gambler Hat with Braided Soft Wool Tie

Wool felt gambler style hat for women. Sunken telescope crown. Braided multi color soft wool tie. Curved edge wide brim, 3.25" wide. Inner drawstri...

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$ 45.00
ad1016 wool felt gambler with woven band women's hat by adora
ad1016 wool felt gambler with woven band women's hat by adora
$ 45.00

Adora® Hats Wool Felt Wide Brim Gambler Hat with Woven Band

Wool felt gambler style hat for women. Flat crown. Woven two tone band. Curved edge wide brim, 3.5" wide. Inner drawstring to adjust fit. Wool hats...

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$ 45.00
ad1021 adora hats wool felt gambler with woven antique studded faux leather trim
$ 46.00

Adora® Hats Wool Felt Gambler Hat with Antique Studded Band

Wool felt gambler style hat for women. Sunken telescope crown. Tribal pattern band with antique studded faux leather band and frayed trim. Slightly...

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$ 46.00
ad1017 adora hatsa wool felt gambler bolero hat with grosgrain ribbon bow
Adora® Hats Wool Felt Bolero Hat with Wide Ribbon Side Bow
$ 46.00

Adora® Hats Wool Felt Bolero Hat with Wide Ribbon Side Bow

Stylish wool felt bolero hat. Telescope crown. Wide grosgrain ribbon band and side bow. Flat, wide brim 3.25" wide. Inner drawstring to adjust fit....

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$ 46.00
Black Wool Felt Gaucho Hat - Seville by Brooklyn Hats
$ 42.00

Black Wool Felt Gaucho Hat - Seville by Brooklyn Hats

Classy medium brim stiff bolero / gaucho style women's hat. Square crown with flat top and slightly tapering sidewalls. 3" wide flat brim. White le...

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$ 42.00
Shiny Polybraid Porkpie Hat - Stacy Adams
$ 30.00

Shiny Polybraid Porkpie Hat - Stacy Adams

Soft polybraid flat crown porkpie style hat. Shapeable brim, 2.25" wide. Grosgrain band with faux leather overlay. Loop with Stacy Adams pin. Faux ...

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$ 30.00
Chitre Flat Crown Summer Gaucho Hat - Sun 'n' Sand - SetarTrading Hats
Chitre Flat Crown Summer Gaucho Hat - Sun 'n' Sand - SetarTrading Hats
$ 22.00

Chitre Flat Crown Summer Gaucho Hat - Sun 'n' Sand

Wide brim gaucho style flat crown sun hat. Flat brim, 4" wide. Wide ribbon band with side bow. UPF 50+ sun protection. Inner drawstring to adjust s...

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$ 22.00
Bohemian Hand Woven Toyo Gaucho Hat - Biltmore Hats - SetarTrading Hats
Bohemian Hand Woven Toyo Gaucho Hat - Biltmore Hats - SetarTrading Hats
$ 82.00

Bohemian Hand Woven Toyo Gaucho Hat - Biltmore Hats

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Genuine hand woven toyo gaucho style hat. Square crown with flat top and straight sidewalls. 4" wide flat brim. Grosgrain ribbon band with leather ...

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$ 82.00
Western Gambler Hat with Gold Band - Texas Gold Hats
Western Gambler Hat with Gold Band - Texas Gold Hats
$ 15.00

Western Gambler Hat with Gold Band - Texas Gold Hats

Stiff gambler style hat for women. Curled brim edge. 3" wide. Narrow decorative gold band. Elastic comfort inner band. Medium, fits up to 58 cm. Im...

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$ 15.00
Raffia Braid Boater with Embroidered Tie
Raffia Braid Boater with Embroidered Tie
$ 32.00

Raffia Braid Boater with Embroidered Tie

Flat slighlty tapered crown. Thin black band with decorative beige stitching. Bow tie between two metal studs. Frayed 2" wide flat brim. Drawstring...

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$ 32.00
Two Tone Raffia Bolero by Sun Styles
Two Tone Raffia Bolero by Sun Styles
$ 34.00

Two Tone Raffia Bolero by Sun Styles

Braided raffia bolero style sun hat for women. Black square crown. Natural raffia brim with frayed edge, 4" wide. Ribbon inner band with drawstring...

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$ 34.00
Organic Raffia Gambler for Women by Scala
Organic Raffia Gambler for Women by Scala
$ 36.00

Organic Raffia Gambler for Women by Scala

Organic woven raffia gambler style hat. Beautiful metallic scarf  tied into large bow knot. Turned up, 3" wide brim. Sunken crown top. Elastic Cool...

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$ 36.00
Wool Felt Porkpie Fedora Hat by JSA -Black
$ 36.00

Wool Felt Porkpie Fedora Hat by JSA -Black

Wool felt porkpie fedora with wide ribbon band. 2" wide brim. Oval, telescope crown. Ribbon band with drawstring. One size fits most. 100% wool felt.

$ 36.00
Brooklyn Hats - Ida Wool Felt Telescope - SetarTrading Hats
Brooklyn Hats - Ida Wool Felt Telescope - SetarTrading Hats
$ 55.00

Brooklyn Hats - Ida Wool Felt Telescope

A beautifully made hat is a timeless tribute to the days when you tipped your brim with a smile before walking out the door. Brooklyn Hat Co. This ...

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$ 55.00
White Toyo Gambler Golf Hat - SetarTrading Hats
White Toyo Gambler Golf Hat by Kenny Keith
$ 25.00

White Toyo Gambler Golf Hat by Kenny Keith

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White woven toyo gambler style summer hat for men.  Black band with side bow. Gently up turning brim, 3.5" wide. Soft cotton inner band. 100% toyo ...

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$ 25.00
Summer Gambler Hat - SetarTrading Hats
Summer Gambler Hat - SetarTrading Hats
$ 20.00

Summer Gambler Hat

2" wide brim. Wide black band. Large only (58cm). 100% paper straw.

$ 20.00