American Flag Cowboy Hat in Black and Grey for Small Heads - Milani
Rock your patriotic spirit with this charming toyo straw cowboy hat, perfectly sized for smaller heads. Featuring a greyscale American flag design ...
View full detailsRock your patriotic spirit with this charming toyo straw cowboy hat, perfectly sized for smaller heads. Featuring a greyscale American flag design ...
View full detailsKnobby woven fine Bangkok toyo straw hat. The darker crown top and brim edge create a worn look. Vented teardrop crown, approximately 4" tall. Curl...
View full detailsGarment washed twill unstructured baseball cap for small head sizes. Six panel cap with button top. Pre-curved bill, 2.5" wide with red, white, and...
View full detailsDiscover the Travis Fine Palm—a hand-crafted Mexican palm hat that brings effortless style to any adventure. This safari-inspired beauty features a...
View full detailsThe Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...
View full detailsDiscover the perfect travel companion with the Huntington Denim Fedora, expertly crafted for smaller head sizes. This striking striped denim style ...
View full detailsMake a statement this season with this refined fedora, perfectly proportioned for smaller head sizes. The iconic dented crown and tailored silhouet...
View full detailsEscape to paradise with this striking palm-printed toyo fedora, designed for those who crave effortless tropical style. Featuring a sophisticated t...
View full detailsPetite Baseball Cap for Small Heads This petite low-profile baseball cap is the perfect choice for anyone with a smaller head size looking for a st...
View full detailsThe best-selling classic Tilley hat is a trusted choice for rain or shine, designed to perform wherever your day takes you. This lightweight, unise...
View full detailsThe best-selling classic Tilley hat is a proven favorite for dependable protection in rain or sunshine. Designed in a lightweight, unisex boonie st...
View full detailsOften described as the finest outdoor hat in the world, this lightweight, unisex boonie-style hat is built for serious adventurers and everyday out...
View full detailsEmbrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...
View full detailsThe Sierra Burnt Palm Leaf Western Hat combines timeless cowboy aesthetics with practical sun protection. Expertly handcrafted from 100% palm fiber...
View full detailsHandwoven shantung wide brim fedora hat made in the USA. Classic center dent and pinch front crown. Flat brim, 3.5" wide. Wide grosgrain ribbon ban...
View full detailsWide brim cotton bucket hat. Square, flat crown top. Stitched flat brim, 2.5" wide. Tropical print on one side, solid color on the other side. UPF ...
View full detailsHand woven authentic Mexican palm sun hat. Classic teardrop crown hat with pinched front. Curled brim, approximately 3.25" wide. Guatemalan woven b...
View full detailsHandwoven authentic Mexican palm outback style hat. Classic teardrop crown hat with pinched front. Solid rust color grosgrain ribbon band. Biltmore...
View full detailsDiscover timeless summer style with this petite straw fedora, expertly crafted for smaller head sizes. The soft paper braid construction offers bre...
View full detailsMicrobraid palm straw hat made by Biltmore Hats USA. Stunning midnight black wide brim fedora hat. Two tone black and gold hand painted feather pul...
View full detailsTimeless fedora silhouette featuring a refined teardrop crown with subtle front pinch detail. The narrow 2-inch brim offers understated elegance, w...
View full detailsDiscover effortless style with the Sunny Dayz™ Orange and Navy Band Straw Fedora, expertly crafted for smaller head sizes. This lightweight straw b...
View full detailsNatural rush straw straw lifeguard hat. Wide brim, 4.5", with blue Hawaii hibiscus print cotton underbrim and bounding. Rope tie and chin strap. Ke...
View full detailsNatural rush straw straw lifeguard hat. Wide brim, 4.5", with surfboard print cotton underbrim and bounding. Rope tie and chin strap. UPF 50+ sun h...
View full detailsSummer straw cowboy hat with darker, worn look crown tip and brim edge. Criss cross woven straw. Over-welt brim, 3.25" wide. Double rope chin tie w...
View full detailsDiscover refined sun protection with this distinguished outback gambler hat, expertly crafted for smaller head sizes. Featuring a striking burnt pa...
View full detailsThis beautiful French military beret was made by the iconic Heritage par Laulhere company. Beret is approximately 10" diameter with top tassel, cab...
View full detailsPerfect for petite frames, this charming fedora delivers classic style with a practical twist. The generous 2.5" brim shields your face while the p...
View full detailsPerfect for petite heads and warm-weather adventures, this charming straw fedora brings vintage flair to your summer style. Featuring a distinctive...
View full detailsDiscover timeless style with this vintage-inspired bucket hat designed specifically for smaller head sizes. Featuring a shallow, flat-top crown and...
View full detailsTraditional cotton bucket hat for small head sizes. Pigment dyed garment washed twill. 2" wide stitched, bound brim. Two metal eyelets on both side...
View full detailsMeet your new favorite travel companion! This charming paper braid fedora is designed specifically for smaller heads and brings instant personality...
View full detailsThe Petite Sedona brings rustic charm and sun-smart performance to smaller head sizes. Its woven paper-braid texture offers breathable comfort, whi...
View full detailsThe Gambler Burnt Palm Leaf Sun Hat combines timeless style with practical sun protection. Featuring a distinctive lattice-vented crown and classic...
View full detailsThe JR. Explorer Hat is built for active kids and petite adults who love exploring outside. Made from lightweight, breathable microfiber, it offers...
View full detailsSix panel denim cap. Up turned curved small faux leather bill. 1.75" peak. Button top. Sewn eyelets on each panel. Lil'Brim pin accent. Cotton and ...
View full detailsA great hat should look sharp and feel effortless—and that starts with the right size. Our collection of men’s hats for small head sizes is curated specifically for a secure, comfortable fit in Small (55–56 cm / 21 7/8–22"), so you don’t have to settle for hats that ride too low, slip, or feel bulky.
Shop small men’s hats in a wide variety of classic silhouettes, including small men’s fedora hats, porkpie hats, and winter-ready flat caps for timeless cold-weather style. For warm-weather performance and outdoor comfort, explore mesh-side safari and outback hats sized for smaller heads—designed to deliver breathable airflow and reliable sun coverage for travel, golf, hiking, and everyday outdoor wear. The result: better fit, better shape, and a hat that looks like it was made for you.