Sunday Afternoons LoPro Trucker

Designer, illustrator, and photographer Dan Fredman of Portland, Oregon captures the majesty of the mountains with one-of-a-kind artwork featured in the Mountain High Trucker. With classic trucker styling and modern technical features such as a bluesign® brim and wicking sweatband, StretchBack Sizing™, and mesh ventilation, this hat does the trick. Features & Specs 2¾" Brim Length Classic trucker mesh ventilation One of a kind artwork Wicking sweatband StretchBack Sizing™ bluesign® brim and sweatband Patent pending Weight: 2.7 ounces/77…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Black camo trucker hat with breathable mesh and adjustable fit. Perfect for everyday style and outdoor adventures. By AlaskiWear

by Bottoms Up Boutique · Anchorage, AK

🚚 Ships from Alaska

Made of lightweight recycled nylon fabric with a recycled polyester mesh back, this brimmed, runner-inspired hat combines quick-wicking, breathable and…

The Advocate Trucker Lo Pro Cap reimagines the iconic trucker silhouette with contemporary performance features. A structured low-profile front pairs with…

by Outdoor Gear Exchange · Burlington, VT

🚚 Free shipping on orders over $99 · Ships from Vermont

With its structured, curved brim and high-profile fit, the Advocate Trucker Hi Pro Cap is a classic trucker hat for daily wear on the trail or around town.…

by Outdoor Gear Exchange · Burlington, VT

🚚 Free shipping on orders over $99 · Ships from Vermont

Cool and casual, the Recycled Poly Low Profile Trucker Hat is made from 100% recycled polyester. With a curved brim, mid crown fit, and a snapback closure for adjustable sizing, this the most comfortable trucker cap you’ll find. Shop our whole new line of elevated basics – tees, sweatshirts, hats, and beanies – that look as good as they feel, whether you’re lounging on the sofa or grabbing coffee with friends. And while designed to keep you comfy, they’re also made to last. One size fits most Care Hand wash in cold water, lay flat to dry, do not bleach, do not iron.

by MiiR · Seattle, WA

🚚 Ships from Washington

Designer, illustrator, and photographer Dan Fredman of Portland, Oregon channels the power of the ocean with one-of-a-kind artwork featured in our Into the Blue Trucker. With classic trucker styling and modern technical features such as a bluesign® brim and wicking sweatband, StretchBack Sizing™, and mesh ventilation, with this hat, you also get wearable art. Features & Specs 2¾" Brim Length Classic trucker mesh ventilation One of a kind artwork Wicking sweatband StretchBack Sizing™ bluesign® brim and sweatband Patent pending Weight: 2.7 ounces/77…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Neatly crafted with 100% polyester rib stop and designed with an adjustable snapback closure, this men’s trucker hat features an eye-catching rubber molded patch and mesh backing. With a brim size of 2.5” and a size of 59cm, it offers a comfortable fit for all head sizes. Features: Colors: Camo, Grey, or Blue Materials: 100% Polyester Rib Stop Size: 59cm Brim Size: 2.5"…

by San Diego Hat Company · San Diego, California

🚚 Ships from California

With its structured, curved brim and high-profile fit, the Advocate Trucker Hi Pro Cap is a classic trucker hat for daily wear on the trail or around town.…

by Outdoor Gear Exchange · Burlington, VT

🚚 Free shipping on orders over $99 · Ships from Vermont

Inspired by the caps we wore on the river 30 years ago, the Day Trip Cap blends laid-back heritage style with rugged, go-anywhere performance. Lightweight recycled nylon, StretchBack™ sizing, wicking sweatband, and a foam brim that floats make it ready for day trips that turn into something more. It’s the summer hat you’ll reach for day in and day out.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Designed with the perfect fit in mind. Not too shallow. Not too deep. Malleable brim for the perfect curve. Snapback closure to adjust size.

by Half-Moon Outfitters · Charleston, SC

🚚 Free shipping on orders over $99 · Ships from South Carolina

6 Panel Structured Trucker Washed cotton oxford Recycled poly mesh Mid profile fit with slightly curved bill Snapback

by Half-Moon Outfitters · Charleston, SC

🚚 Free shipping on orders over $99 · Ships from South Carolina

When skies are stormy and adventure calls, you need a hat that’s up for the job. The Ultra Storm Bucket is 100% waterproof, seam-sealed to keep you dry and comfortable while the downsloping brim helps rain roll right off. UPF 50+ sun protection makes it a great choice when the sun peeks through, and reflective piping helps when night falls. Packable and crushable, with a PFAS-free water repellent finish that repels moisture to avoid saturation.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Ladies, we know you like options, so we’ve designed our reversible Clear Creek Boonie to give you two looks in one! Take one side out for a ramble through the wilderness, then flip it over when you get to the café—both sides feature high performance fabrics that look and feel great. The adjustable cordlock dials in your custom, comfy fit. The chinstrap holds it close when you’re on the move but detaches when it’s time to kick back. Going somewhere? The Clear Creek packs completely flat with your travel itinerary.

The Vail takes style-conscious ladies to modern frontiers. Soft, warm wool felt in a Western-inspired silhouette feels at home even on urban ranges with a decorative hatband in multicolored beads. Internal adjustable sizing and sweatband make it feel as good as it looks. This hat makes a statement with both dresses and jeans, and looks smashing accessorized with boots and scarves.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Kids stay covered with our Kids’ UVShield Cool Gaiter. Excellent for full UPF 50+ sun protection or as a face shield, this gaiter stays put comfortably when nose and mouth coverage is needed. Using chemical-free Coolcore® technology, the kids’ gaiter breathes and wicks naturally to regulate evaporative cooling. With multiple ways to wear to cover the face, neck, and head, the Kids’ UV Shield Cool Gaiter also pairs easily with any hat or helmet and comes in a variety of colors.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Cold ears be gone! Made from lightweight, four-way-stretch, breathable Italian fabric, this earband adds extra insulation without adding bulk, so you can easily layer under or over a cap, rain hat, or helmet. Crushable and super travel friendly, with dual position Sunglass Lock™.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Ladies, bask in compliments, not harsh UV rays! Wide brim and pleated neck cape protect with feminine grace. Design details like adjustable sizing, chinstrap, interior wicking sweatband and a ponytail-friendly opening prove the Sundancer has style AND substance. A favorite of gardeners everywhere, this hat is equally at home anywhere in the outdoors.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Simplicity defined for all your warm weather explorations. This lightweight marvel is a master moisture manager with both strategic ventilation and a wicking sweatband. When you seek relief near the water, you can relax knowing your Cruiser will float should it get away from you. This is a hat you won’t forget time and time again.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

A trucker cap in a kid-friendly size! Limited edition artwork by Acacia Lacy inspires outdoor curiosity. Featuring a wicking sweatband and adjustable sizing for years of active play. Features & Specs 2 3/8" (6.3cm) pre-curved brim bluesign® brim fabric 100% recycled mesh ventilation One-of-a-kind artwork 100% recycled bluesign® wicking sweatband Adjustable sizing Weight: 2.2 ounces/62.4 grams Material Content: Brim: 100% Cotton, Front Crown: 100% Polyester, Crown Mesh: 100% Polyester, Exclusive Of Decoration Pack with care Hand Wash Cold, Do Not Bleach, Line Dry, Do Not Iron, Do Not…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

An insulated earband with a brim! Made from lightweight, four-way-stretch, breathable Italian fabric, microfleece provides extra insulation without adding bulk–it even fits under a helmet! Crushable and travel friendly with dual position Sunglass Lock™. Features & Specs Four-way stretch, breathable fabric Hollow-core microfleece insulated lining 2½" (6.5cm) crushable brim Sunglass Lock™ keeps glasses in place Dual position sunglass lock (store or wear) Reflective details Crushable design is travel-friendly UPF 50+ sun rating Italian-sourced fabric Weight: 1.46 ounces/ 41.5…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Whether you’re strolling amongst the grapevines of your region’s vineyards or the ones in your own backyard garden, the Vineyard Hat takes you there. The fun, upturned kettle brim flatters everyone. Beaded hatband adjusts to fit just for you. Soft, packable fabric ribbon construction means you can toss it into your suitcase and wear it wine tasting abroad.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

“Lightweight and breathable, this sun hat features an interior sweatband for the hottest days. Plus, it's packable, and the brim can be worn up or down.” — Oprah Daily Carefree and casual, just like its namesake island! When the temps rise, you’ll reach for the Kauai for that cooling bit of shade and breathability. The upturned kettle brim puts a gleam in your eye, and the matching hatband adjusts to size. The Kauai compresses down to squeeze into even the most overpacked luggage, right next to your souvenirs.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon

Made from sustainably sourced Everwool™ 100% extra fine merino wool from humanely raised, non-mulesed sheep, you’ll look as good as you feel in the Outback Merino Beanie. With an ombre stripe, flecked pattern, and a cozy microfleece earband for softness, the insulative value of this cap will keep you snug and warm in any kind of weather.

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · Ships from Oregon