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Pinched Crown Hats for Men & Women: Structured Style with Purpose

  • Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats
    Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats DA2959-BLK Black Heather Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Safari Hat with Chin Cord - Boardwalk Style

    Meet your new go-anywhere sun hat designed specifically for smaller head sizes (~53.5–55 cm). This petite safari hat from Boardwalk Hats offers ref...

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    $ 25.00
  • Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith BT14CB-B Black Tweed L/XL
    Ponytail Hole Fedora for Large Heads - Karen Keith Hats Facesaver Hat Great hats by Karen Keith
    $ 30.00
    Great hats by Karen Keith

    Ponytail Hole Fedora for Large Heads - Karen Keith Hats

    Own your look with confidence. This chart-topping fedora is expertly crafted for larger heads, showcasing a refined dented crown and tailored pinch...

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    $ 30.00
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons
    Tweed Straw Safari Hat - Jeanne Simmons Hats Safari Hat Jeanne Simmons js8250wh White tweed
    $ 31.00
    Jeanne Simmons

    Tweed Straw Safari Hat - Jeanne Simmons Hats

    Step out in style with this charming tweed straw safari hat from Jeanne Simmons. Crafted from a soft straw and poly blend, it features a classic fe...

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    $ 31.00
  • XL Size Women's Hats: Tweed Straw Safari Hat - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH1418Axl Black Tweed Extra-Large (60 cm)
    XL Size Women's Hats: Tweed Straw Safari Hat - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH1418Cxl Tan Extra-Large (60 cm)
    $ 31.00
    Sun N Sand Hats

    XL Size Women's Hats: Tweed Straw Safari Hat - Sun 'N' Sand Hats

    Discover timeless elegance with this XL women's safari hat, expertly crafted in tweed straw for the discerning traveler. The distinctive fedora-ins...

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    $ 31.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 45.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Embrace the rugged charm of the West with this striking straw cowboy hat, crafted from intricately woven straw with an artfully distressed finish. ...

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    $ 45.00
  • Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Sanibel by Wallaroo Hat Company

    The Sanibel offers dependable outdoor performance with its wide brim, structured safari crown, and secure chin cord—ideal for windy conditions and ...

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    $ 61.00
  • Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Fairway Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 67.00
    Wallaroo Hats

    Carkella Fairway Fedora by Wallaroo Hat Company

    Designed with golfers in mind, the Fairway blends a stylish fedora shape with a wide protective brim for all-around sun safety. Lightweight and bre...

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    $ 67.00
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    $ 71.00
    Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    Karen Keith Panama Hat Panama Hat Great hats by Karen Keith
    $ 38.00
    Great hats by Karen Keith

    Karen Keith Panama Hat

    Super lightweight woven 5 BU toyo straw safari hat. Lightweight structure, perfect for golf. 3" wide slightly down sloping brim, provides excellent...

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    $ 38.00
  • Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats
    Palm Beach Carkella by Wallaroo Hats Safari Hat Wallaroo Hats PLMBCHMBKM Black M/L (59 cm)
    $ 65.00
    Wallaroo Hats

    Palm Beach Carkella by Wallaroo Hats

    The Palm Beach Safari Hat offers lightweight performance with classic styling, perfect for golf, travel, outdoor adventures, and daily sun protecti...

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    $ 65.00
  • Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK455 Natural / Pink Small (54 cm)
    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK454 Tan / Blue Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats

    Embrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...

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    $ 28.75
  • Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107bkx Black Jr. L/XL (54 cm)
    Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107ntx Natural Jr. L/XL (54 cm)
    $ 15.00
    Milani Hats

    Small Heads Straw Summer Fedora Hat - Milani Hats

    Perfect for petite heads and warm-weather adventures, this charming straw fedora brings vintage flair to your summer style. Featuring a distinctive...

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    $ 15.00
  • Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Caroline Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Caroline Fedora by Wallaroo Hat Company

    The Caroline Fedora blends timeless styling with lightweight wearability, making it a versatile choice for sunny days. Its refined pinch-front crow...

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    $ 61.00
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Tahiti Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 67.00
    Wallaroo Hats

    Tahiti Fedora by Wallaroo Hat Company

    The Tahiti Fedora offers natural island-inspired beauty with its hand-crocheted raffia construction and lightweight, breathable feel. The narrow br...

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    $ 67.00
  • Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA2958-NAT Natural Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    Stylish western hat for small head sizes. Dented and pinched crown. Shapeable rolled brim with wire edge, 3" wide. Leatherette chin strap with bea...

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    $ 25.00
  • Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Logan Unisex Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Logan Unisex Safari Hat - Wallaroo Hats

    The Logan Safari Hat delivers durable performance with a relaxed, masculine profile. Its wide brim provides comfortable shade, while breathable fab...

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    $ 61.00
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372A Tan / Gold Medium (57 cm)
    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats Safari Hat Sun N Sand Hats HH2372C White / Silver Medium (57 cm)
    $ 40.50
    Sun N Sand Hats

    Metallic Straw Safari Hat with Chin Cord - Sun 'N' Sand Hats

    Embrace the sun with confidence in this striking metallic safari hat designed for the modern woman. The shimmering thread catches the light beautif...

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    $ 40.50
  • Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats HK451 Natural Small (54 cm)
    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™ Safari Hat Sun N Sand Hats
    $ 31.25
    Sun N Sand Hats

    Small Heads Tribal Band Straw Hat with Chin Cord - Sunny Dayz™

    Embrace sun-kissed style with this refined straw hat, expertly tailored for smaller head sizes. Its distinctive dented crown and striking tribal-wo...

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    $ 31.25
  • Safari Hat with Metal Bead - DPC Hats Safari Hat Dorfman Hat Co.
    Safari Hat with Metal Bead - DPC Hats Safari Hat Dorfman Hat Co. lp250IV Ivory
    $ 27.00
    Dorfman Hat Co.

    Safari Hat with Metal Bead - DPC Hats

    Elevate your style with this distinctive safari hat that commands attention. Featuring a sculpted crown with a refined front pinch and a gracefully...

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    $ 27.00
  • Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™ Safari Hat Sun N Sand Hats HK437 Ivory Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Blanket Stitched Band Straw Sun Hat for Petites - Sunny Dayz™

    Discover the perfect petite-sized escape with our Blanket Stitched Band Straw Sun Hat. This ivory straw beauty features a timeless dented crown, tr...

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    $ 28.75
  • Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237TAN Tan Small (56cm)
    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237NAT Natural Small (56cm)
    $ 24.00
    Jeanne Simmons

    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats

    Timeless fedora silhouette featuring a refined teardrop crown with subtle front pinch detail. The narrow 2-inch brim offers understated elegance, w...

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    $ 24.00

Pinched Crown Hats for Men & Women: Structured Style with Purpose

Pinched crown hats for men and women are defined by their sculpted crown shape, typically featuring a center crease and pinched front. This distinctive structure creates a confident, elongated profile that suits a wide range of face shapes and personal styles.

This collection includes pinched crown fedora hats, safari hats, cowboy hats, and lifeguard styles—each designed to balance form, function, and comfort. Fedora hats offer timeless versatility for everyday wear, while safari hats with wide brims prioritize sun protection, breathability, and performance for travel and outdoor environments.

Cowboy hats bring heritage-inspired character and durability, making them ideal for outdoor events and statement styling. Lifeguard hats focus on wide brims and airflow, providing maximum sun protection for beachwear, outdoor work, and long hours in the sun.

Designed for both men and women, pinched crown hats remain a classic choice for those seeking structured design, reliable sun protection, and enduring style across seasons and settings.