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Adjustable Size Hats

  • Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK470 Natural Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Small Size Fedora Hat with Palm Print Cotton Band - Sunny Dayz™

    Classic summer hat for small heads. Dented and pinched crown. Brim is 2.5" wide. UPF 50+ rated UV blocking sun protection hat.  Ribbon inner band w...

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    $ 28.00
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons
    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA Safari Hat Jeanne Simmons js6979bnL Brown Large (59 cm)
    $ 25.00
    Jeanne Simmons

    Mixed Tone Braid Unisex Safari Hat, Large and XL Sizes - JSA

    Discover versatile sun protection with this unisex safari hat, crafted from mixed-tone braid for effortless style. The structured crown features a ...

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    $ 25.00
  • Head 'N Home Cabana Sand SolAir Breathable Mesh Shade Hat S to 2XL Safari Hat Head'N'Home Hats
    Head 'N Home Cabana Sand SolAir Breathable Mesh Shade Hat S to 2XL Safari Hat Head'N'Home Hats CabanaSDS Sand S (55 cm - 6 7/8)
    $ 97.00
    Head'N'Home Hats

    Head 'N Home Cabana Sand SolAir Breathable Mesh Shade Hat S to 2XL

    Escape the heat in style with this ultra-light outback hat that's ready for adventure. Crafted from durable nylon and polyester, it crushes down fo...

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    $ 97.00
  • Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1613-MED Natural Medium (22 3/8")
    Sale
    Original Price $ 49.50
    Current Price $ 32.98
    Brooklyn Hat

    Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co

    Make a statement with this delightful braided raffia fedora that's equal parts fun and fabulous. The eye-catching multi-toned striped ribbon band c...

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    Original Price $ 49.50
    Current Price $ 32.98
    Sale
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00
  • Tommy Bahama Supplex® Nylon Fishing Cap Fold Away Sun Shield Cap Tommy Bahama Hats
    Tommy Bahama Supplex® Nylon Fishing Cap Fold Away Sun Shield Cap Tommy Bahama Hats TWB279-WILLOW1 Willow S/M
    Sale
    Original Price $ 49.50
    Current Price $ 31.00
    Tommy Bahama Hats

    Tommy Bahama Supplex® Nylon Fishing Cap Fold Away Sun Shield

    A fishing cap with all the features you can think of. Supplex® nylon performance fabric fishing cap with large bill. Curved bill with 4" peak, stit...

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    Original Price $ 49.50
    Current Price $ 31.00
    Sale
  • Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112B-ML Grey M/L (59 cm)
    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112A-ML Natural M/L (59 cm)
    $ 37.00
    Tidal Tom

    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat

    Classy narrow-brim fedora hat for men. Mesh crown for comfortable breezy wear. Soft and lightweight hat. Poly-cotton blend brim, 1.75" wide. Teardr...

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    $ 37.00
  • Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style Lifeguard Hat Boardwalk Style Hats
    $ 35.00
    Boardwalk Style Hats

    Crushable Lifeguard Hat with Chin Strap - Boardwalk Style

    Shield yourself from intense sun rays with this versatile lifeguard-inspired hat, engineered for those who refuse to compromise on style or protect...

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    $ 35.00
  • Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™ Safari Hat Sun N Sand Hats HK457 Brown Small (53.5 cm)
    $ 24.00
    Sun N Sand Hats

    Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™

    Unique printed palm leaves fedora hat. Tan hat with brown print. Classic dented and pinched crown. The brim is 2.5" wide. UPF 50+ rated UV-blocking...

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    $ 24.00
  • Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co.
    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats Bucket Hat Dorfman Hat Co. MC428-PUTTY2 Putty Medium
    $ 39.00
    Dorfman Hat Co.

    Rip Stop Cotton Boonie with Floatable Brim - DPC Outdoor Hats

    Pigment dyed rip stop cotton boonie hat. Dimensional bound brim, 3.75" wide front and back, 3" sides. Floatable brim makes this a great fishing, sa...

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    $ 39.00
  • Wide Brim Tweed Straw Gaucho Hat with Chin Cord - Karen Keith Hats Bolero Hat Great hats by Karen Keith BT44-A Black/Tan Mix OS (57 cm)
    $ 34.00
    Great hats by Karen Keith

    Wide Brim Tweed Straw Gaucho Hat with Chin Cord - Karen Keith Hats

    Flat brim sunken crown gaucho hat. Brim is 4" wide to provide excellent sun protection. Faux suede band with waxed cord tie accent. Faux leather ch...

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    $ 34.00
  • Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010B-XL Brown XL (60-61 cm)
    Open Weave Seagrass Straw Fedora - Tidal Tom Hats Fedora Hat Tidal Tom HTT1010A-ML Navy M/L (57-59 cm)
    $ 27.50
    Tidal Tom

    Open Weave Seagrass Straw Fedora - Tidal Tom Hats

    Natural seagrass straw fedora hat for men. Center dent crown and pinched front. Vented woven pattern crown. Criss-cross woven brim, 2" wide ribbon ...

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    $ 27.50
  • Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats
    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats
    Sale
    Original Price $ 49.00
    Current Price $ 24.99
    Callanan Hats

    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Wool felt safari hat with an inside pocket. Raw edge soft brim, 3" wide. Zipper and CALLANAN pin deta...

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    Original Price $ 49.00
    Current Price $ 24.99
    Sale
  • Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats Fedora Hat Tidal Tom HTT1274 ML Natural M/L (59 cm)
    $ 37.00
    Tidal Tom

    Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats

    Woven straw fedora hat for men. Center dent crown and pinched front. Open weave provides good airflow. Brim is 2" wide with black ribbon trim. Turt...

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    $ 37.00
  • Flamingo Bucket Hat - Sun 'N' Sand Hats Bucket Hat Sun N Sand Hats HH3349 Flamingo OS
    $ 28.50
    Sun N Sand Hats

    Flamingo Bucket Hat - Sun 'N' Sand Hats

    Flamingo print Poly-Cotton bucket hat. Fun packable, crushable summer hat. Classic square crown with downward brim, 2.5" wide. Toggle size adjuster...

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    $ 28.50
  • Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats
    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats Safari Hat Epoch Hats F6040 Natural Large (58-59 cm)
    $ 32.00
    Epoch Hats

    Braid Straw Up Turned Brim Safari Hat - Angela & William Hats

    Ready to explore in style? This unisex safari hat brings serious fun to sun protection with its signature upturned brim and shapeable design. The 3...

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    $ 32.00
  • Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1570-RED Dark Red M (57 cm)
    Sale
    Original Price $ 50.00
    Current Price $ 24.99
    Brooklyn Hat

    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co

    Crafted from hand-woven bao straw, this fedora keeps things breezy and light. The crinkled, multi-toned band with a charming side bow adds personal...

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    Original Price $ 50.00
    Current Price $ 24.99
    Sale
  • Straw Gambler with Leaf Print 3-Pleat Band - Caribbean Joe Hats Gambler Hat Sun N Sand Hats HCJ449-ML Natural M/L (59 cm)
    $ 28.50
    Sun N Sand Hats

    Straw Gambler with Leaf Print 3-Pleat Band - Caribbean Joe Hats

    This men's straw hat combines classic summer style with practical sun protection. Featuring a telescope crown and straight sidewall construction, i...

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    $ 28.50
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 15.00
    Jeanne Simmons

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

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    $ 15.00
  • Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats
    Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats summitBO Sangria M (57-58 cm)
    $ 187.00
    Head'N'Home Hats

    Summit Safari Wool and Leather Hat, Sangria - American Outback

    Introducing the Summit Safari Wool and Leather Hat in striking Sangria—where rugged American craftsmanship meets hat-game sophistication. This fedo...

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    $ 187.00

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.