Sunday Afternoons Into the Blue 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

Bask in the beauty of the forest everywhere you go in our Woodland Trucker, one of the newest additions to our collection. With smart features such as a moisture-wicking sweatband and strategic crown ventilation, you get comfortable protection that won’t quit. Limited edition artwork by Mexico City’s Carlos del Rio turns this hat into wearable art that turns heads. Features & Specs UPF 50+ Sun Rating (mesh not rated) 2¾" Brim Length Strategic Crown Ventilation Limited Edition Artwork Wicking Sweatband Adjustable Sizing Weight: 2.7…

by Sunday Afternoons · Ashland, Oregon

🚚 Free shipping on orders over $39 · 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

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

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

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

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

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

This Ocean Pacific 5-panel trucker hat features a grey and blue color scheme, with a 2.75" brim and a 59cm size. The sublimated foam front logo and back mesh panels provide breathability and style, while the adjustable snap back closure ensures a perfect fit. Made with durable polyester material and featuring the iconic blue Ocean Pacific logo, this hat is a must-have for any outdoor adventure. Features : Color: Grey / Blue Material: Polyester Brim Size: 2.75" Blue Ocean Pacific Logo Size: 59cm Adjustable Snap…

by San Diego Hat Company · San Diego, California

🚚 Ships from California

Local artist Acacia Lacy’s love of the outdoors shines through on our new take on the classic trucker, and the Rainbow Trout Trucker is no exception. A deep brim offers the perfect shade, and our comfy and strategic design makes this cap the perfect choice for kids on the go all year long. Features & Specs 2 ½" Brim Limited Edition Artwork Strategic Crown Ventilation Wicking Sweatband Adjustable Sizing Weight: 2.2…

by Sunday Afternoons · Ashland, Oregon

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

Expertly crafted with a foam front panel and back mesh panels, the Ocean Pacific 5-Panel Trucker Hat in Blue offers a comfortable and breathable fit. The sublimated color block palm print and white palm tree print add a touch of tropical style, while the adjustable snap back closure ensures a perfect fit. Made with quality materials, this hat is both stylish and functional. Features : Color: Blue Material: Polyester Brim Size: 2.75" White Palm Tree Print Size: 59cm Adjustable Snap…

by San Diego Hat Company · San Diego, California

🚚 Ships from California

With a floppy brim and a soft, textured weave, the Boho Hat is a comfortable fedora—the perfect companion for sunny days, casual strolls, and Sunday drives. The bluesign® liner and sweatband are 100% recycled and offer UPF 50+ sun protection to the crown. The leatherette tassel and hat band add a snazzy touch while the hidden internal sizing system ensures a great fit.

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

Stitched with reflective fiber woven into the yarn, the Kids’ Nightfall Reflective Beanie features a fun heathered pattern by day and reflects with a little flash and flair when the sun goes down. Reversible with a fitted crown for a snug fit, this beanie is made from ultra-soft acrylic knit so kids stay cozy and comfortable on every adventure.

by Sunday Afternoons · Ashland, Oregon

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

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

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

Made from ultra-soft acrylic knit and double-layer insulated for comfort, the Nightfall Reflective Beanie is sure to become your favorite go-to skull cap. Stitched with reflective fiber woven into the yarn, this beanie sports a fun heathered pattern by day and reflects with a little flash and flair in low light. Reversible with a fitted crown for a snug fit, you won’t want to take this beanie off!

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

As seen in Seriously though…what can we say? This is adorable sun protection at its best. A mini version of our best-selling Kids’ Play Hat, the super soft fabrics and construction keep your little-little ones comfy and shaded from the sun. Designed with an infant’s needs in mind, this hat packs up in a diaper bag, transitions easily to a stroller with no back brim to get in the way, washes up like a breeze, and adjusts with baby’s growing head. The easy chinstrap ensures zero fuss with putting it on or taking it off.

“A folding brim collapses so it can be stashed in a waistband when the sun hides behind clouds.” — Runner's World Are you an active, on-the-go kind of person with minimalist tendencies? The ultra-lightweight Aero Visor should go with you out the door. It tags along effortlessly because its extra wide folding Clamshell Brim™ packs down to almost nothing. The open crown offers maximum ventilation. And even though it’s only 1.6 ounces, it still wicks, shades, and holds your sunglasses for you.

Made from 100% wool felt, this teardrop crown fedora adds a touch of class and loads of style, all with the UPF 50+ sun protection you need. Naturally water repellent with decorative hatband, wicking sweatband, and internal adjustable sizing for a comfortable fit.

by Sunday Afternoons · Ashland, Oregon

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

Inspired by the high-altitude sun and cold nights of the Colorado Rockies, the Rambler Felt Hat covers you in even the most intense seasonal conditions. Constructed from wool felt, the Rambler keeps the warmth in and the UV radiation out. The 2.5-inch brim protects your eyes and face from harsh UV rays and rain alike while its outback look exudes effortless style.

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.

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