Skip to main content

Water-Resistant Trucker Hats

Stay prepared for any weather with our water-resistant trucker hats. Designed with durable, quick-drying materials and genuine leather patches, these hats are perfect for hiking, kayaking, or any outdoor activity.

Browse
Sort by
Refine
Browse
Refine
Sort by
No filters available
Reset
Apply
Light blue baseball cap with brown American flag patch on a white background Color: Smoke BlueLight blue baseball cap with a brown patch on a white background Color: Smoke Blue

American Flag – Sport Trucker

+1 more
$39.95
+1 more
A light gray baseball cap with a Black hexagonal patch on the front, featuring perforated side panels and a curved brim, shown against a plain white background. Color: SilverA light gray baseball cap with a brown hexagonal patch on the front that reads 'Outer Wings'. The cap features perforated side panels and a black stitched detail along the edge of the visor, set against a plain white background. Color: Silver

Distance Hex - Sport Trucker

$39.95
A black baseball cap with a structured crown, perforated side panels, and a curved brim, featuring a Black leather patch on the front with a wing logo and the text 'Outer Wings'. Color: BlackA black baseball cap with perforated side panels and a Black leather patch on the front displaying the 'Outer Wings' logo, shown against a plain white background. Color: Black

Distance Rec – Sport Trucker

$39.95
New
Color: SilverColor: Silver

Palm Coast - Performance Rope Hat

+1 more
$39.95
+1 more
An olive green flat-brim cap with perforated side panels and a dark brown leather patch on the front displaying the 'Outer Wings' logo, set against a plain white background. Color: OliveAn olive green 5-panel baseball cap with a flat brim, featuring a brown leather patch on the front with the 'Outer Wings' logo, set against a plain white background. Color: Olive

Cannon Rec – Flat Bill Sport

$37.95
Color: Dark OliveColor: Dark Olive

Pioneer Rec - Waxed Trucker

$39.95
Color: BuckColor: Buck

Pioneer Hex - Waxed Trucker

$39.95
New
A black flat-brim cap with a brown leather patch on the front featuring an embossed wave logo, photographed on a clean white background. Color: BlackA black flat-brim cap with a square brown leather patch on the front featuring a wave logo, photographed against a plain white background. Color: Black

Ocean Swell - Performance 7 Panel

$38.95
New
A light gray flat-brim cap with a brown leather American flag patch on the front, shown against a plain white background. Color: SilverA light gray flat-brim cap with a dark brown leather American flag patch on the front, shown against a plain white background. Color: Silver

American Flag - Performance Hat

$38.95
New
Color: OliveColor: Olive

Ridgeline - Performance Hat

$38.95
New
Color: BlackColor: Black

West Pine - Performance Hat

$38.95
New
A light beige 5-panel cap with a flat brim, featuring a brown leather patch on the front with a palm tree logo, set against a plain white background. Color: IvoryAn off-white structured baseball cap with a flat brim and a square brown leather patch on the front featuring a black palm tree logo, set against a plain white background. Color: Ivory

Island Breeze - Performance Hat

$38.95
New
An olive green flat-brim cap with a brown leather patch on the front featuring a mountain engraved design. Color: OliveAn olive green flat-brim cap with a brown leather patch on the front featuring a mountain and tree logo, set against a plain white background. Color: Olive

Moonlite Mountain - Performance Hat

$38.95
New
Color: Smoke BlueColor: Smoke Blue

Tidal Wave - Performance Rope Hat

+1 more
$39.95
+1 more
New
A black baseball cap with a curved brim, featuring a circular tan leather patch on the front with a tree design and compass. The cap has perforated side panels for ventilation, shown against a plain white background. Color: BlackA black baseball cap with a curved brim and a circular tan leather patch on the front featuring a tree design and compass directions. Color: Black

Lost Pine - Performance Rope Hat

+1 more
$39.95
+1 more
New
A light gray flat-brim cap with a tan leather patch on the front featuring a mountain and pine tree design, photographed on a clean white background. Color: SilverA light gray snapback cap featuring a square tan leather patch on the front with a mountain and tree graphic, photographed against a clean white background. Color: Silver

Mountain West - Performance Hat

$38.95
Brown cap with American flag patch on a white background Color: BuckA brown canvas baseball cap with a dark brown American flag patch on the front, shown on a clean white background with a hangtag attached. Color: Buck

Limited American Flag - Waxed Trucker

$39.95
A light beige leather baseball cap with a brown leather patch on the front featuring a mountain and tree design, set against a plain white background. Color: IvoryA light beige flat-brim cap with perforated side panels and a brown hexagonal 'Curton Witness' logo patch on the front, shown against a plain white background. Color: Ivory

Cannon Hex – Flat Bill Sport

$37.95
Color: Solid WhiteColor: Solid White

Seaside Serenity – Performance Rope Hat

$32.92

Browse By Style

Side view of Mountain East leather patch hat on solid black Richardson 168 flat bill trucker, showing seven panel crown, mesh back, and sewn leather mountain patch. Color: Black/Black 168 (OSFM)

Flat Bill Trucker Hats

A dark gray trucker-style baseball cap with black mesh back panels and a brown leather American flag patch on the front, shown on a clean white background. Color: Charcoal/Black

American Flag Patch Hats

Loden and biscuit Off The Grid Richardson 217 camper hat side view, earth tone leather patch hat with flat bill for off grid trips. Color: Loden/Biscuit

5 Panel Camper Hats

Color: Dune

Rope Hat Snapback

Color: Solid White

Water-Resistant Hats

Color: Silver

Leather Patch Hats For Beach Trips

About the store

2026 © OuterWings

We’re Outer Wings, a small business making hats the right way. Real leather patches, laser-engraved and hand-sewn in North Carolina. For mountain towns, beach days, road trips, and everyday life.

Help
Resources
American Express Apple Pay Diners ClubDiscoverGoogle Pay Mastercard PayPalShop Pay Visa