Skip to content

Filters

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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 61.00
  • Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Sedona by Wallaroo Hat Company

    The Petite Sedona brings rustic charm and sun-smart performance to smaller head sizes. Its woven paper-braid texture offers breathable comfort, whi...

    View full details
    $ 61.00
  • Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Palm Beach Safari by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 65.00
    Wallaroo Hats

    Palm Beach Safari by Wallaroo Hat Company

    The Palm Beach Safari Hat combines modern structure with lightweight comfort, making it a top choice for men and women who want dependable sun prot...

    View full details
    $ 65.00
  • Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sedona Fedora, M & XL - Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Sedona Fedora, M & XL - Wallaroo Hat Company

    The full-size Sedona Safari Hat blends a relaxed woven texture with excellent sun protection for warm-weather outings. Its wide downturned brim pro...

    View full details
    $ 61.00
  • Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons js1239-TAN Tan XS (55 cm)
    $ 24.00
    Jeanne Simmons

    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Meet your new favorite travel companion! This charming paper braid fedora is designed specifically for smaller heads and brings instant personality...

    View full details
    $ 24.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 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 ...

    View full details
    $ 61.00
  • Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664litexl Natural Palm XL (61 cm)
    Large Brim Palm Leaf Safari Hat, 2XL - JSA Safari Hat Jeanne Simmons js6664darkm Burnt Palm Medium (57 cm)
    $ 37.00
    Jeanne Simmons

    Large Brim Palm Leaf Safari Hat, 2XL - JSA

    Escape the sun in style with this burnt palm leaf safari hat that works for anyone. Featuring a classic fedora silhouette with a dented crown and a...

    View full details
    $ 37.00
  • 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 ...

    View full details
    $ 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 ...

    View full details
    $ 29.00
  • Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats CART-IV-M Ivory/Stone M/L (59 cm)
    Carter Fedora by Wallaroo Hats Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carter Fedora by Wallaroo Hats

    The Carter is a sophisticated fedora hat with clean lines. Crafted from lightweight, breathable materials, it ensures comfort even on extremely hot...

    View full details
    $ 61.00
  • Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats
    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats Safari Hat Tula Hats TU9500 Burnt Palm S/M (56 - 57 cm)
    $ 45.00
    Tula Hats

    Gardener Burnt Palm Leaf Safari Hat up to 2XL - Tula Hats

    Expertly crafted from 100% palm fiber, this pinched crown gardening hat delivers sophisticated style with serious sun defense. The generously propo...

    View full details
    $ 45.00
  • Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Catalina Cowboy, M & XL - Wallaroo Hat Company

    The Catalina Cowboy offers a relaxed Western vibe with all the comfort and protection Wallaroo is known for. Its shapeable wired brim and pinched c...

    View full details
    $ 69.00
  • Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons
    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS1247BG Beige XXS (52 cm)
    $ 24.00
    Jeanne Simmons

    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats

    Saddle up in style with this pint-sized cowboy essential! Perfect for smaller heads, this straw hat features a charming C-crown with a pinched fron...

    View full details
    $ 24.00
  • Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons
    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes Safari Hat Jeanne Simmons js6989wt-M Wheat Tweed Medium (57 cm)
    $ 34.00
    Jeanne Simmons

    Wide Brim Unisex Gardening Hat by JSA - Large and XL Sizes

    Protect yourself while tending your garden with this versatile unisex hat designed for serious sun exposure. The generous 5-inch brim shields your ...

    View full details
    $ 34.00
  • Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Sanibel by Wallaroo Hat Company

    The Petite Sanibel Wide Brim hat is a functional safari-style sun hat created specifically for smaller head sizes. Its wide brim and UPF 50+ materi...

    View full details
    $ 61.00
  • Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5Bl Tan Tweed Large (23 1/4")
    Large and XL Size Gardening Hat - Karen Keith Hats Safari Hat Great hats by Karen Keith BT34-5A Black/Tan Mix Large (23 1/4")
    $ 38.50
    Great hats by Karen Keith

    Large and XL Size Gardening Hat - Karen Keith Hats

    Embrace endless summer days with confidence in this expansive gardening hat designed for those who refuse to compromise on protection or style. Fea...

    View full details
    $ 38.50
  • Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Avery Wide Brim Golf Hat - Wallaroo Hats

    The Avery brings a contemporary twist to the classic fedora silhouette. Made with lightweight, breathable materials, it’s an easy choice for warm-w...

    View full details
    $ 69.00
  • Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293C Hibiscus Small (54 cm)
    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293B Pineapple Small (54 cm)
    Sold out
    $ 28.00
    Sun N Sand Hats

    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™

    Embrace adventure in every destination with this petite safari hat, designed for the modern traveler who refuses to compromise on style or protecti...

    View full details
    $ 28.00

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.