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

  • 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
  • Palmer Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palmer Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Palmer Safari by Wallaroo Hat Company

    The Palmer Fedora features clean lines and a breathable woven texture that makes it a stylish and practical warm-weather hat. The structured crown ...

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    $ 61.00
  • 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
  • Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-CAML1 Camel Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99
  • 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
  • Canvas Aussie Packable Breezer Safari Hat - Stetson Hats Safari Hat Stetson Hats STC384-KAKI3 Khaki Large (23")
    Canvas Aussie Packable Breezer Safari Hat - Stetson Hats Safari Hat Stetson Hats STC384-KAKI2 Khaki Medium (22 1/4")
    $ 47.00
    Stetson Hats

    Canvas Aussie Packable Breezer Safari Hat - Stetson Hats

    Packable mesh crown Aussie outback breezer hat. Cotton duck crown top C-crown. Soft mesh sidewalls provide great ventilation. Mesh covered cotton b...

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    $ 47.00
  • 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
  • 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
  • Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons
    Palm Leaf Lifeguard Hat - JSA Lifeguard Hat Jeanne Simmons js6661dark M Burnt Palm Medium (57 cm)
    $ 40.00
    Jeanne Simmons

    Palm Leaf Lifeguard Hat - JSA

    Crafted from 100% natural palm fiber, this lifeguard-inspired hat features a distinctive double hump crown with strategic ventilation holes for opt...

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    $ 40.00
  • Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats Fedora Hat Scala Hats
    Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats Fedora Hat Scala Hats TBW233-NAT1 Tommy Bahama Natural S/M (22 1/4")
    $ 45.00
    Scala Hats

    Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats

    This refined fedora combines classic styling with practical sun protection. Featuring a distinctive two-tone open-weave striped crown paired with a...

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    $ 45.00
  • 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
  • Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co Lifeguard Hat Makai Hat MA136sm Natural S/M (57 cm)
    Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co Lifeguard Hat Makai Hat
    $ 43.99
    Makai Hat

    Palm Fiber Baja Crusher Lifeguard Hat - Makai Hat Co

    Meet your new poolside essential—a playful take on the classic lifeguard look. This handcrafted palm fiber crusher features the iconic double-hump ...

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    $ 43.99

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.