Sunday Afternoons Cascade Range Trucker

Ventilation? Sure. Wicking? Absolutely. But let’s be honest—our Artist Series Truckers are wearable art that simply looks great.

by Sunday Afternoons · Ashland, Oregon

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

Ventilation? Sure. Wicking? Absolutely. But let’s be honest—our Artist Series Truckers are wearable art that simply looks great.

by Sunday Afternoons · Ashland, Oregon

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

Designer and illustrator Jordan Ballard is inspired by the intricate shadows of the imagination. His unique style is reflected in the Dream Seeker Trucker, the newest member of our Artist Series Cooling Truckers. With Coolcore® wicking sweatband and underbrim, this trucker keeps you comfortable when outdoor adventures heat up. Braided cording detail adds an artistic touch while StretchBack Sizing™ ensures a customized fit.

by Sunday Afternoons · Ashland, Oregon

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

Danielle Quigley's take on the majestic Rocky Mountains will take you there and back again in comfort and style. The Midnight Mountain Trucker is the latest in our limited edition Artist Series collection and features bluesign® brim and wicking sweatband, StretchBack Sizing™, and mesh ventilation. Designed for outdoor enthusiasts who appreciate a classic trucker that looks as good as it feels, you'll love this hat.

by Sunday Afternoons · Ashland, Oregon

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

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

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

The creative artistry of the Artist Series Patch Truckers makes these six-panel, midheight ballcaps a stylish choice for your outdoor adventures. These nature-inspired designs, with one-of-a-kind artwork, feature a woven patch on the front panel. Made with PFAS-free DWR and 100% recycled bluesign® main body and mesh fabric. StretchBack Sizing™ and a wicking sweatband provide comfort and a good fit.

by Sunday Afternoons · Ashland, Oregon

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

Local artist Acacia Lacy’s limited edition artwork featuring glow in the dark moon and stars are sure to make the Kids’ Lone Wolf Trucker everyone’s new favorite hat. With classic trucker mesh ventilation, wicking sweatband, adjustable sizing, and a comfortable fit, this trucker makes heading outside even more fun in any kind of weather.

by Sunday Afternoons · Ashland, Oregon

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

Featuring a magical design by artist Acacia Lacy, the Whale Song Trucker is sure to bring delight to kids and everyone they meet. With classic trucker styling and modern technical features, such as a bluesign ® brim, wicking sweatband, and mesh ventilation, these hats make every day feel like an outdoor adventure.

by Sunday Afternoons · Ashland, Oregon

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

With sun-bleached color and outdoorsy graphics, the women's Valley Girl trucker hat sets the tone for wanderlust. The laid-back style and earthy tones demand nothing more than grab-and-go planning for off-hours adventure. It's unlined and has a mesh back for an airy, breezy feel.

by Pistil · Portland, Oregon

🚚 Ships from Oregon

Featuring a magical design by artist Acacia Lacy, the Pond Party Trucker is sure to bring delight to kids and everyone they meet. With classic trucker styling and modern technical features, such as a bluesign® brim, wicking sweatband, and mesh ventilation, these hats make every day feel like an outdoor adventure. Features & Specs 2" brim Strategic crown ventilation Limited edition artwork Wicking sweatband Adjustable…

by Sunday Afternoons · Ashland, Oregon

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

Rock a cap that's got personality for days. This curved bill trucker hat features hand-painted artwork from local designer AK Art Factory, giving you a one-of-a-kind vibe that stands out from the crowd. The breathable mesh keeps things cool while the adjustable snap closure fits just right. Perfect for anyone who wants to wear art on their head. Washable By AK Art…

by Bottoms Up Boutique · Anchorage, AK

🚚 Ships from Alaska

The Frontier Cap’s 100% recycled main body and 100% bluesign ® recycled wicking sweatband are the ecofriendly alternatives you’ve been waiting for. With UPF 50+ sun protection; a stylish, five-panel silhouette; and 100% recycled, fleece-lined earflaps that can be worn up or down. Packs flat for easy travel.

by Sunday Afternoons · Ashland, Oregon

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

Ventilation? Sure. Wicking? Absolutely. But let’s be honest—our Artist Series Truckers are wearable art that simply looks great.

by Sunday Afternoons · Ashland, Oregon

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

“This hat with UPF 50+ fabric is so airy and lightweight, you could easily forget you’re wearing it, which means you’re more likely to leave it on your head.” — Wirecutter Hear that? It’s the call of the wild—don’t forget your Ultra Adventure Hat! The Ultra Adventure Hat is updated with a slimmer silhouette and fun technical details like our Reverse Split Brim™ and Sunglass Lock™, but still retains the sun protection, ventilation, and moisture management of our iconic Adventure Hat. Also available in 100% waterproof version - Ultra Adventure Storm .

Not all who wander are lost, but we recommend they take a hat on their journeys. The Brushline’s timeless design hits all the marks: lightweight, sun protective, breathable, water and stain resistant. The adjustable sizing system features some stretch for all-day wearability, and there’s a nifty spot to hold your sunglasses. It’s a good thing the Brushline packs up quick and easy, because you never know where your trails may go!

by Sunday Afternoons · Ashland, Oregon

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

There’s a chill in the air, which can only mean one thing—it’s sweater weather and time for a cozy new hat! The Camden Hat adds a funky flair to your winter wardrobe with a textured weave that breathes just right. With the UPF 50+ sun rating you can count on even as the days get shorter, this fun fedora is long on style. Internal adjustable sizing and 2 ½” brim.

by Sunday Afternoons · Ashland, Oregon

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

The Kestrel Hat is our playful, relaxed take on the modern cowgirl hat. Made from a poly/paper blend with a 100% recycled bluesign® wicking sweatband, this hat’s shapeable brim offers multiple looks. With a leatherette-and-stone hatband for added flair, it also offers UPF 50+ sun protection.

by Sunday Afternoons · Ashland, Oregon

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

A simple hat for kids’ simple needs. Crushable, floatable, water and stain resistant, breathable, and—oh yeah—adorable. They don’t even have to know it’s sun protective, but you’ll have that peace of mind. With its go-everywhere design, kids won’t forget their Fun Bucket. Features & Specs UPF 50+ sun rating (mesh not rated) 2 1/2" (6.5 cm) soft, flexible, downsloping brim bluesign® main body fabric (solids only), mesh, and sweatband Strategic crown ventilation Stroller friendly Floats in water PFAS-free durable water repellent (DWR) SmartStrap® breakaway chinstrap…

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

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.

Fresh tracks will be all yours in this cozy beanie, the latest in our BreezeBlocker™ Graphic Series. With two sizes to choose from, an innovative hole pattern over the ears on the windproof laminated fleece earband makes it easier to hear. The fitted crown on this stylish skull cap is made from ultra-soft acrylic knit with a double insulated layer for comfort and keeps you warm when temperatures drop. Also looks great apres-ski when the day is done.

by Sunday Afternoons · Ashland, Oregon

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

Whether your idea of a perfect Sunday means venturing out for serious adventure or less ambitious outdoor pursuits, we've got you covered with this 6-panel, midheight ballcap. The triangular embroidered patch carries the message and is sure to inspire adventures of all kinds. Made from 100% recycled bluesign ® main body and mesh fabric with a PFAS-free water repellent finish and StretchBack Sizingž for a comfortable fit.

by Sunday Afternoons · Ashland, Oregon

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

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