Skip to content

Adjustable Size Hats

  • Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats
    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style Wide Brim Sun Hat Boardwalk Style Hats DA767-NTbk Natural Medium (57 cm)

    Woven Bangkok Straw Sun Hat with Split Brim - Boardwalk Style

    $ 29.00

    This versatile straw sun hat combines style and function with its distinctive split brim design—ideal for keeping your ponytail free while staying ...

    View full details
    $ 29.00
  • Santiago Small Size Straw Safari Hat - Sunny Dayz™ Safari Hat Sun N Sand Hats HK489 Natural Small (54 cm)

    Santiago Small Size Straw Safari Hat - Sunny Dayz™

    $ 28.00

    Discover the perfect fit with this petite Panama-style safari hat, expertly crafted for smaller head sizes. The artfully dented crown and classic p...

    View full details
    $ 28.00
  • Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons Accessories js6962l Brown Large (59 cm)
    Unisex Gardening Hat with Chin Cord - Large and XL Sizes Safari Hat Jeanne Simmons Accessories

    Unisex Gardening Hat with Chin Cord - Large and XL Sizes

    $ 27.00

    Shield yourself from the sun with this versatile gardening hat, designed for both men and women who demand protection without compromise. The gener...

    View full details
    $ 27.00
  • Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats
    Heather Floppy Sun Hat with Chin Strap - Milani Hats Wide Brim Sun Hat Milani Hats BB005nt Natural Heather Medium (57 cm)

    Heather Floppy Sun Hat with Chin Strap - Milani Hats

    $ 26.00

    Stay shaded in style with this charming heather floppy sun hat from Milani. Crafted from soft toyo braid, it features a generous 4.5" brim perfect ...

    View full details
    $ 26.00
  • Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co.
    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear Bucket Hat Dorfman Hat Co. MC288-GREY1 Grey S/M

    Supplex Dimensional Brim Hat, Grey - DPC Outdoor Headwear

    $ 32.00

    Embrace adventure with confidence in this DPC Outdoor boonie-style hat, engineered for serious explorers. The dimensional brim spans 4" front and b...

    View full details
    $ 32.00
  • Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats SYDFM-DM Denim M/L (58 cm)
    Carkella Sydney Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Carkella Sydney Fedora by Wallaroo Hat Company

    $ 51.00

    The Sydney Fedora blends contemporary styling with Carkella’s signature magnetic emblem feature—allowing you to customize your hat with interchange...

    View full details
    $ 51.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats

    Jr. Explorer by Wallaroo Hats

    $ 33.00

    The JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...

    View full details
    $ 33.00
  • Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats ELIS-WHBG Natural M/L (58 cm)
    Elise by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Elise by Wallaroo Hat Company

    $ 77.00

    The full-size Elise offers dramatic, full-coverage sun protection with its sweeping extra-wide brim—perfect for tropical vacations, cruises, poolsi...

    View full details
    $ 77.00
  • Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories
    Elegant Wide Brim Straw Hat - Large and Extra-Large Size Safari Hat Jeanne Simmons Accessories js8001whL White Large (59 cm)

    Elegant Wide Brim Straw Hat - Large and Extra-Large Size

    $ 29.00

    Step into sophistication with this charming wide-brim straw hat, designed for those who love timeless style with a modern twist. Featuring a classi...

    View full details
    $ 29.00
  • Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co.
    Unisex Boonie with Contrast Under Brim - St. Johns Bay Bucket Hat Dorfman Hat Co. jcpbh196s Army Small/Medium

    Unisex Boonie with Contrast Under Brim - St. Johns Bay

    $ 17.00

    Embrace adventure with this ultralight Taslon boonie hat, engineered for explorers. The contrast under-brim and trim add distinctive style, while m...

    View full details
    $ 17.00
  • Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats
    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK438 Natural Small (54 cm)

    Luna Petite Straw Safari Hat with Pink Band - Sunny Dayz™

    $ 28.75

    Tailored for petite proportions, the Luna Safari Hat delivers sophisticated sun protection without compromise. This straw hat showcases a refined s...

    View full details
    $ 28.75
  • Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories
    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats Wide Brim Hat Jeanne Simmons Accessories js8255BK Black Tweed Medium (57 cm)

    Ribbon Trimmed Wide Brim Sun Hat - Jeanne Simmons Hats

    $ 31.00

    Experience effortless sun protection with this sophisticated wide-brim hat, designed with a graceful downward slope and elegant ribbon trim. The so...

    View full details
    $ 31.00
  • Jr. Explorer by Wallaroo Hats Bucket Hat Wallaroo Hats
    Explorer by Wallaroo Hat Company Bucket Hat Wallaroo Hats

    Explorer by Wallaroo Hat Company

    $ 57.00

    The Explorer is a performance-driven boonie hat crafted for long days outdoors. Lightweight microfiber keeps it breathable and quick-drying, while ...

    View full details
    $ 57.00
  • Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211bk Black
    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats Kettle Brim Hat Jeanne Simmons Accessories js8211wh White

    Two Tone Tweed Crown Kettle Brim Sun Hat - Jeanne Simmons Hats

    $ 34.00

    This two-tone tweed braid hat features a distinctive kettle brim silhouette with a 3-inch width that turns up elegantly for a refined look. The sha...

    View full details
    $ 34.00
  • Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith
    Straw Sun Hat with Chiffon Bow - Karen Keith Hats Wide Brim Sun Hat Great hats by Karen Keith BT31-N Natural / Ivory M/L (58.5 cm)

    Straw Sun Hat with Chiffon Bow - Karen Keith Hats

    $ 33.00

    Own every sun-soaked moment with this exquisite straw hat designed for the woman who refuses to compromise. The softly structured dome crown and ge...

    View full details
    $ 33.00
  • Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Open Crown Straw Sun Visor Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats

    Open Crown Straw Sun Visor Hat - Boardwalk Hats

    $ 25.00

    Stay stylish and protected with this women’s heathered straw sun visor, designed for comfortable, flattering coverage all season long. The wide 4" ...

    View full details
    $ 25.00
  • Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Ponytail Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats DA1968-BKT Black Tweed M/L (58 cm)

    Ponytail Summer Fedora Hat - Boardwalk Style

    $ 24.00

    Embrace effortless style with this innovative ponytail fedora, designed for women who refuse to compromise between fashion and function. The distin...

    View full details
    $ 24.00
  • Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats
    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™ Bucket Hat Sun N Sand Hats HK404C-L Blue 55 cm

    Small Heads Boonie Hat with Chin Cord - Sunny Dayz™

    $ 25.00

    Discover the perfect fit with our Sunny Dayz™ Boonie Hat, thoughtfully designed for smaller head sizes. This versatile bucket hat features a struct...

    View full details
    $ 25.00
  • Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats
    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats Visor Cap Boardwalk Style Hats DA1930-IVBK Ivory / Black OS

    Ribbon and Straw Wide Brim Ponytail Sun Hat - Boardwalk Hats

    $ 25.00

    Keep the sun at bay with this versatile Ribbon and Straw Wide Brim Ponytail Sun Hat from Boardwalk Hats. Engineered with UPF 50+ protection, the ge...

    View full details
    $ 25.00
  • Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™ Safari Hat Sun N Sand Hats HK439 Natural Small (54 cm)

    Lily Two Tone Black and Natural Straw Safari - Sunny Dayz™

    $ 28.75

    Stay cool, confident, and sun-protected with this petite two-tone sun hat, thoughtfully designed for smaller head sizes. Blending refined style wit...

    View full details
    $ 28.75

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.