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

  • Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons
    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons js6759ivs Ivory S (56cm)
    $ 21.00
    Jeanne Simmons

    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes

    Experience timeless style with this beloved straw fedora, expertly proportioned for smaller head sizes. Featuring a gracefully pinched crown and na...

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    $ 21.00
  • Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    Victoria Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    $ 55.00
    Wallaroo Hats

    Victoria Fedora by Wallaroo Hats

    The Victoria Fedora blends Wallaroo’s bestselling Victoria construction with a classic fedora crown, creating a stylish everyday sun hat perfect fo...

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    $ 55.00
  • Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Kristy Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Kristy Fedora by Wallaroo Hat Company

    The Kristy combines the timeless fedora styling with a feminine edge: its shallow crown and front pinch create sophistication, while the vibrant tw...

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    $ 61.00
  • Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Charlie by Wallaroo Hat Company

    The Petite Charlie Fedora offers the same polished, contemporary look as the bestselling Charlie—tailored perfectly for smaller head sizes. The str...

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    $ 61.00
  • Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Gabi Ponytail Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Gabi Ponytail Fedora by Wallaroo Hat Company

    The Gabi Ponytail Fedora is thoughtfully designed for women who want sun protection without sacrificing their favorite hairstyles. A discreet openi...

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    $ 61.00
  • Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Gabi by Wallaroo Hat Company

    The Petite Gabi Ponytail Fedora offers a smart, comfortable solution for women with smaller head sizes who prefer wearing their hair up. A discreet...

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    $ 61.00
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 65.00
    Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons
    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons js1342bg Beige
    $ 29.00
    Jeanne Simmons

    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats

    Saddle up in style with this charming straw cowboy hat designed for the modern cowgirl. Featuring a vibrant embroidered tassel band adorned with a ...

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    $ 29.00
  • 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
  • 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
  • Kid's Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats
    Kid's Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107nts Natural S/M (49 cm)
    $ 10.00
    Milani Hats

    Kid's Straw Summer Fedora Hat - Milani Hats

    Let your little one channel sophisticated style with this charming straw fedora. Featuring a classic teardrop crown and pinched front, it's the per...

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    $ 10.00
  • 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
  • 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
  • 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
  • Waxed Fiber Safari Hat by Milani Safari Hat Milani Hats
    Waxed Fiber Safari Hat by Milani Safari Hat Milani Hats MP001TN Natural M/L (58-59 cm)
    $ 22.00
    Milani Hats

    Waxed Fiber Safari Hat by Milani

    Gear up for adventure with this rugged waxed canvas safari hat from Milani. Featuring a distinctive dented crown and front pinch design, it deliver...

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    $ 22.00
  • Swordtail Matte Toyo Safari Hat - Panama Jack Hats Safari Hat Panama Jack Hats PJ83-IVO2 Ivory Medium
    $ 32.00
    Panama Jack Hats

    Swordtail Matte Toyo Safari Hat - Panama Jack Hats

    Classic woven toyo summer fedora. Slightly dented and pinched front crown. Flat brim, 2.5" wide. Black ribbon band with PANAMA JACK logo. UPF 50+ U...

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    $ 32.00
  • Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-A White Small (55 cm)
    Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-B Black Small (55 cm)
    $ 50.00
    Great hats by Karen Keith

    Crocheted Straw Lace Cowboy Hat for Small Heads - Karen Keith Hats

    Summer cowboy hat for small head sizes. Lacey crocheted toyo straw with lattice crown and brim. Rhinestone studded faux leather band. Rhinestone fl...

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    $ 50.00
  • Crocheted Straw Lace Cowboy Hat up to Large Size - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-Bm Black Medium (57 cm)
    Crocheted Straw Lace Cowboy Hat up to Large Size - Karen Keith Hats Cowboy Hat Great hats by Karen Keith TM10C-Am White Medium (57 cm)
    $ 50.00
    Great hats by Karen Keith

    Crocheted Straw Lace Cowboy Hat up to Large Size - Karen Keith Hats

    Step into your power with this exquisite crocheted straw cowboy hat, designed for women who refuse to blend in. Featuring intricate lacey detailing...

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    $ 50.00
  • Two Tone Stylish Safari Sun Hat Safari Hat Great hats by Karen Keith BT8PK Pink M/L (58 cm)
    Two Tone Stylish Safari Sun Hat Safari Hat Great hats by Karen Keith BT8TQ Turquoise M/L (58 cm)
    $ 29.99
    Great hats by Karen Keith

    Two Tone Stylish Safari Sun Hat

    Step into the spotlight with this sophisticated safari hat from Karen Keith's curated collection. The toast-colored straw crown showcases expertly ...

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    $ 29.99
  • Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047AM/L Ivory M/L (57-59 cm)
    Unisex Water Repellent Straw Safari Hat - Tidal Tom™ Safari Hat Tidal Tom HTT1047BML Black M/L (57-59 cm)
    $ 33.00
    Tidal Tom

    Unisex Water Repellent Straw Safari Hat - Tidal Tom™

    Super lightweight safari style summer hat. Water repellent poly-straw sun hat. Fedora-like dented crown with front pinch. Flat brim, 3" wide, creat...

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    $ 33.00

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.