Skip to content

Petite & Plus Size Hats – Extra Small to Extra Large Fits

  • Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Sanibel by Wallaroo Hat Company

    $ 61.00

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

    View full details
    $ 61.00
  • Ladies' Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats LEXP-ST Stone/Natural Medium/Large (58 cm)
    Ladies' Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Ladies' Explorer by Wallaroo Hat Company

    $ 48.00

    The Ladies Explorer is a performance-focused boonie hat designed for women who love spending time outdoors. Crafted from lightweight, quick-dry mic...

    View full details
    $ 48.00
  • Garment Washed Cotton Boonie Hat with Chin Strap - MCI Bucket Hat MegaCI MC7804A-BGs Beige Small (55 cm)
    Garment Washed Cotton Boonie Hat with Chin Strap - MCI Bucket Hat MegaCI MC7804A-OLs Olive Small (55 cm)

    Garment Washed Cotton Boonie Hat with Chin Strap - MCI

    $ 19.50

    Embrace adventure with this garment-washed cotton boonie hat, your trusted companion for every outdoor expedition. The pigment-dyed twill construct...

    View full details
    $ 19.50
  • 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

    Carter Fedora by Wallaroo Hats

    $ 61.00

    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
  • Knit Beanie with Braided Band and Button Accent - Jeanne Simmons Beanie Jeanne Simmons Accessories JS7963 Yellow M/L
    Knit Beanie with Braided Band and Button Accent - Jeanne Simmons Beanie Jeanne Simmons Accessories JS7963 Tan M/L
    Sale

    Knit Beanie with Braided Band and Button Accent - Jeanne Simmons

    Original Price $ 15.00
    from $ 9.99

    This bold knit beanie commands attention with its distinctive basket weave texture and edgy braided leatherette strap fastened by dual buttons. The...

    View full details
    Original Price $ 15.00
    from $ 9.99
    Sale
  • Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats 7338s Natural Palm Small (55 cm)
    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats Safari Hat SetarTrading Hats

    Natural Palm Leaf Wide Brim Safari Hat - SetarTrading Hats

    $ 32.00

    Enjoy superior craftsmanship and sun protection with this natural Tripilla palm straw hat, designed for both men and women. Handmade in Mexico from...

    View full details
    $ 32.00
  • Large Shapeable Brim Woven Palm Sun Hat - JSA Safari Hat Jeanne Simmons Accessories
    Large Shapeable Brim Woven Palm Sun Hat - JSA Safari Hat Jeanne Simmons Accessories JS6615M Natural Palm Medium (22 1/2")

    Large Shapeable Brim Woven Palm Sun Hat - JSA

    $ 42.00

    Enjoy timeless outdoor style with this natural woven palm leaf sun hat by Jeanne Simmons Accessories, expertly crafted for both men and women. Made...

    View full details
    $ 42.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Burnt Palm S/M Stretch band (56-57 cm)

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    $ 41.00

    Elevate your summer style with this refined palm leaf fedora, expertly crafted in Mexico. Featuring a distinctive dented crown and front pinch deta...

    View full details
    $ 41.00
  • 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")

    Large and XL Size Gardening Hat - Karen Keith Hats

    $ 38.50

    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
  • Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BS2115RVRF31 Ivory Medium (22-22 3/8")
    Riverfront Lightweight Straw Safari Hat - Biltmore Hats Safari Hat Biltmore Hats

    Riverfront Lightweight Straw Safari Hat - Biltmore Hats

    $ 69.00

    Experience effortless summer style with this featherweight straw safari hat, expertly crafted to keep you cool and protected. The innovative vent p...

    View full details
    $ 69.00
  • Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats
    Weathered Toyo Golf Cap - Stetson Hats Flat Cap Stetson Hats STC362-KAKI2 Khaki Medium (57 cm)

    Weathered Toyo Golf Cap - Stetson Hats

    $ 27.00

    Elevate your golf game with this distinguished Toyo straw ivy cap that exudes timeless sophistication. The weathered Toyo construction delivers a r...

    View full details
    $ 27.00
  • Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co.
    Braided Palm Leaf Outback Hat - Dorfman Hats Cowboy Hat Dorfman Hat Co. MS444OS-TOAST Burnt Palm L/XL (59.5 cm)

    Braided Palm Leaf Outback Hat - Dorfman Hats

    $ 34.00

    Embrace adventure in this stunning handcrafted outback hat, expertly woven from natural palm fibers. The distinctive dented crown and subtle front ...

    View full details
    $ 34.00
  • Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats
    Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats STC61-BLK2 Black Medium

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

    View full details
    $ 44.00
  • Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co.
    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co. Safari Hat Dorfman Hat Co. 863M-PUTTY1 Putty Small (55 cm)

    Garment Washed Twill Mesh Crown Safari Hat - Dorfman Hat Co.

    $ 31.99

    Trailman breezy small brim summer safari hat.  Creased crown with mesh sidewall will provide good ventilation.  Downward sloping stitched and bound...

    View full details
    $ 31.99

Find Your Perfect Fit – Beyond One Size

Let’s face it—not everyone fits into standard sizing. While most women’s hats are labeled “one size” and men’s hats typically come in limited size ranges, many people fall outside those norms.

If you’ve struggled to find a comfortable fit, you’re not alone. That’s why we offer a selection of extra-small and extra-large hat styles, designed to provide a better, more precise fit without compromising on style.

Explore our extended size options and finally enjoy a hat that feels as good as it looks.