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Adjustable Size Hats

  • Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats Cloche Callanan Hats
    Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats Cloche Callanan Hats cr316bk Black OS

    Chicopee Rough Cotton Split Brim Cloche Hat - Callanan Hats

    $ 39.00

    Meet your new summer essential—a delightful cloche hat woven from rough cotton and linen that's ready for adventure. The shapeable split brim stret...

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    $ 39.00
  • Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats
    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat Bolero Hat Sun N Sand Hats hh2137C mf Moss green Medium (57 cm)

    Cativa Flat Crown Floppy Hat - Sun 'N' Sand Hat

    $ 37.00

    Embrace effortless summer style with this stunning flat crown gaucho hat, designed for those who refuse to compromise on sun protection or sophisti...

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    $ 37.00
  • Zoey Straw Lace Trim Petite Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK441 Natural Small (54 cm)

    Zoey Straw Lace Trim Petite Safari Hat - Sunny Dayz™

    $ 28.75

    Small size safari hat for petite heads. Multi tone straw braid hat with dented and pinched crown. Striped band with tassel end. Straw lace edge bri...

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    $ 28.75
  • Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats
    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats Kettle Brim Hat Sun N Sand Hats HH803M Hot Pink Medium (57 cm)

    Up Turned Brim Classic Sun Hat - Sun 'N' Sand Hats

    $ 31.00

    Embrace timeless elegance with this iconic French breton-inspired sun hat, designed for the modern traveler who refuses to compromise on style or p...

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    $ 31.00
  • Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats
    Savannah Visor by Wallaroo Hats Visor Cap Wallaroo Hats

    Savannah Visor by Wallaroo Hats

    $ 49.00

    The Savannah Visor delivers the elegance of the classic designer striped Savannah hat in a breezy, open-top visor style. Its wide brim offers excel...

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    $ 49.00
  • Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats
    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style Wide Brim Hat Boardwalk Style Hats

    Butterfly Split Brim Sun Hat with Straw Bow - Boardwalk Style

    $ 27.00

    Turn heads while staying protected in the Butterfly Split Brim Sun Hat, designed by Boardwalk Style Hat Company with feminine detail. Featuring a u...

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    $ 27.00
  • Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-KH Khaki Large (59 cm) Plain Weave Cotton
    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats Kettle Brim Hat Epoch Hats CL1801-WH White Large (59 cm) Twill Weave Cotton

    Up Turned Brim Cotton Sun Hat - Angela & Williams Hats

    $ 17.00

    Shield yourself from the sun in style with this charming up-turned brim cotton hat. The generously wide, moldable brim delivers serious UV defense ...

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    $ 17.00
  • Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666fc Fuchsia Medium (57 cm)
    Summer Cloche with Gold Chain Link Band and Scarf Cloche Something Special LA htp666nv Navy Medium (57 cm)

    Summer Cloche with Gold Chain Link Band and Scarf

    $ 18.00

    Asymmetrical bonnet like hat. Sheer scarf looped through gold color chain links. Bow in back. Down sloping 4" wide band, disappears toward back. Ad...

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    $ 18.00
  • Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288SLATE1 Slate S/M (56 cm)
    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.

    Supplex Dimensional Brim Hat, Slate - DPC Outdoor Headwear

    $ 32.00

    Step into the outdoors with unwavering confidence wearing this Supplex Dimensional Brim Hat. Crafted from premium Supplex® nylon, this hat combines...

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    $ 32.00
  • Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797C Black Medium (57 cm)
    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat Wide Brim Hat Sun N Sand Hats HH1797B Tan Tweed Medium (57 cm)

    Asymmetrical Brim Sun Hat with Chiffon Sash - Sun 'N' Sand Hat

    $ 31.00

    Turn heads wherever your adventures take you with this distinctive asymmetrical sun hat. The uniquely tapered brim offers 4 inches of coverage in f...

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    $ 31.00
  • Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats Wide Brim Sun Hat Fadivo New York
    Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats Wide Brim Sun Hat Fadivo New York CH4510-TOA Toast Large (58.5 cm)
    Sale

    Wide Brim Braided Floppy Beach Hat for Large Heads - Fadivo Hats

    Original Price $ 27.00
    Current Price $ 20.00

    Dive into summer style with this generously proportioned beach hat that's got the brim to match your vibe. Crafted from wide toyo braids with a cha...

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    Original Price $ 27.00
    Current Price $ 20.00
    Sale
  • Fishing Cap with Neck Cape and Shirt Clip Cap Capsmith 87mim Navy OS
    Fishing Cap with Neck Cape and Shirt Clip Cap Capsmith 87mim Khaki OS
    Sale

    Fishing Cap with Neck Cape and Shirt Clip

    Original Price $ 17.00
    Current Price $ 9.99

    Beat the heat and sun with this clever fishing cap that's got your back—literally! Crafted from a microfiber and nylon blend, this 6-panel wonder f...

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    Original Price $ 17.00
    Current Price $ 9.99
    Sale
  • Carkella Portland by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Carkella Portland by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Portland by Wallaroo Hat Company

    $ 69.00

    The Portland Golf Hat is engineered for sun protection and all-day comfort on the course. Its structured safari crown and wide brim offer maximum s...

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    $ 69.00
  • Folding-Bill UV Compact Cap by Juniper Cap MegaCI
    Folding-Bill UV Compact Cap by Juniper Cap MegaCI J7240BK Black

    Folding-Bill UV Compact Cap by Juniper

    $ 26.00

    Designed for the adventurer who refuses to compromise, this Folding-Bill UV Compact Cap combines innovative engineering with everyday practicality....

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    $ 26.00
  • Woven Straw Sun Hat with Split Brim - Beige Linen Band and Bow Wide Brim Sun Hat Boardwalk Style Hats DA767-NTbg Natutal Medium (57 cm)

    Woven Straw Sun Hat with Split Brim - Beige Linen Band and Bow

    $ 29.00

    Stay shaded in style with this elegant woven straw sun hat, crafted from premium Bangkok toyo for breathable comfort. The distinctive split brim de...

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    $ 29.00
  • Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats
    Margot by Wallaroo Hat Company Wide Brim Hat Wallaroo Hats

    Margot by Wallaroo Hat Company

    $ 77.00

    Created in collaboration with Jane Seymour, the Margot showcases elegant design with striking contrast trim that enhances its sweeping downward bri...

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    $ 77.00
  • Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206E Black OS (57 cm)
    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat Facesaver Hat Sun N Sand Hats HH2206D White OS (57 cm)

    Packable Asymmetrical Brim Ribbon Hat - Sun 'N' Sand Hat

    $ 34.00

    Designed for life on the go, this packable ribbon sun hat by Sun ‘N’ Sand Hat Company blends style, comfort, and superior sun protection. The asymm...

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    $ 34.00
  • Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats

    Shapeable Brim Straw Cowboy Hat - Boardwalk Style

    $ 29.00

    Discover versatile sun protection with this shapeable straw cowboy hat designed for the modern woman. The wire-edge brim gives you complete styling...

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    $ 29.00
  • Tommy Bahama Performance Flap Cap with Sun Shield Cap Tommy Bahama Hats TBW276-NAVY1 Navy S/M
    Tommy Bahama Performance Flap Cap with Sun Shield Cap Tommy Bahama Hats TBW276-KAKI1 Khaki S/M

    Tommy Bahama Performance Flap Cap with Sun Shield

    $ 29.00

    Take on sunny days with confidence in this Tommy Bahama Performance Fabric Flap Cap, engineered for superior coverage and all-day comfort. Crafted ...

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    $ 29.00
  • Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1615-BLU2 Blue Medium (22 3/8")
    Sale

    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co

    Original Price $ 49.00
    Current Price $ 24.99

    Handcrafted from natural raffia, this charming fedora features a distinctive teardrop crown with a front pinch that gives it serious character. The...

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    Original Price $ 49.00
    Current Price $ 24.99
    Sale

Adjustable hats make it easy to perfect your fit—whether you’re between sizes, sharing a hat, traveling, or simply want a more secure feel on windy days. A better fit doesn’t just feel more comfortable; it also helps your hat stay in place and sit correctly for the coverage you’re counting on.

There are several smart ways hats are made adjustable, including: an interior drawstring inside the sweatband, an elasticized strap with a buckle hidden inside the inner band, an elastic back band with a toggle lock, a classic Velcro® closure, a strap closure with a T-slide, or a small hook-and-loop closure tucked under the sweatband. These built-in systems let you fine-tune the circumference without sacrificing style—so your hat feels snug, secure, and made for you.