Sunday Afternoons Toddler Osprey Trucker - SALE

Artist Acacia Lacy lends her talent to the Kids' Artist Series Trucker. The wild bird theme features the majestic osprey with proceeds going to benefit the Klamath Bird Observatory, working to protect wild birds in southern Oregon. Features the classic mesh ventilation you expect from a trucker, along with a bluesign® brim, wicking sweatband, and adjustable sizing.

by Sunday Afternoons · Ashland, Oregon

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

Southern Oregon artist Acacia Lacy does it again with the Kids’ Sea Turtle Trucker, the latest addition to our limited edition Artist Series. This modern take on the classic trucker offers sun protection, a moisture-wicking sweatband, and adjustable sizing so kids are comfy and parents are happy. Perfect for any outdoor adventure.

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. Kid-proof features and adjustable sizing for years of active play.

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

Southern Oregon artist Acacia Lacy does it again with the Kids' Sea Turtle Trucker, the latest addition to our limited edition Artist Series. This modern take…

by Tahoe Mountain Sports · Truckee, CA

🚚 Free shipping on orders over $100 · Ships from California

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

This is a kid-specific trucker hat with original animal art print on the front panel and mesh back. Features Fits kids 2 - 7 years (45 - 55cm circumference)…

by Outdoor Gear Exchange · Burlington, VT

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

Local artist Acacia Lacy has done it again with a playful, inspired design reminding us of the important role pollinators play in the natural world. The Butterflies & Bees Trucker makes art come alive while offering cool, comfortable shade to maximize outdoor playtime for busy outdoor loving kids.

by Sunday Afternoons · Ashland, Oregon

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

Comfortable Stroller-Friendly Design The Sunday Afternoons Infant Sunsprout Hat is designed to keep the youngest adventurers comfortable and shaded. This mini…

The Half-Moon Outfitters Badge Trucker Hat for Kids has the same fabric, proprietary wash and perfect fit as our best-selling adult OFA trucker, but cut…

by Half-Moon Outfitters · Charleston, SC

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

Locally Designed by Alaskiwear!

by Bottoms Up Boutique · Anchorage, AK

🚚 Ships from Alaska

Locally Designed

by Bottoms Up Boutique · Anchorage, AK

🚚 Ships from Alaska

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

“This hat turns a neat trick: Top-mounted vents can be flipped open on exceptionally hot days or left closed if you want full protection from the sun. The curved lines on the side make it comfortable on long runs, and it doesn’t interfere with sunglasses. The foldable bill dials up usefulness, so you can pack it flat in your gym bag—or tuck it in the waistband of your shorts, if you need to ditch it mid-run.” — Runner's World We wanted an ultimate performance cap, so we crammed a bunch of our favorite technologies into the Eclipse.

by Sunday Afternoons · Ashland, Oregon

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

Casual, comfortable, and eye catching, the Siena Hat is ready for adventure. With a delightful recycled poly/paper weave on top and a chic ribbon weave below, the wide, sloping brim offers both maximum UPF 50+ sun protection and style.

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

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

“This adorable cap fits like a dream, and the kid just loves it. No battles here.” — Romper The cap for kids whose free spirit takes them everywhere—ball game? Check. Park? Check. Bike ride? Check. UV-protective fabric, ventilation panels, and wicking sweatband keep kids cool when the sun is up; high-visibility reflective trim keeps them safe when the sun goes down.

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

Made from 100% recycled main body fabric (solids only) and insulative fleece liner, the Kids’ Arctic Trapper is our warmest style yet. With reflective details for low light and convertible earflaps, the crushable design makes this warm winter hat super travel friendly. A PFAS-free durable water repellent finish keeps kiddos warm and dry while the quick-release chinstrap and UPF 50+ sun rating keep them protected. With adjustable sizing for a custom fit.

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

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

The Rowan Hat is a one-of-a-kind, midsize fedora woven with paper and constructed so that no two hats are the same. A DoubleDown Crown™ offers structure and additional UPF 50+ sun protection, and a 100% recycled bluesign® wicking sweatband ensures comfort.

Maybe you don’t need total coverage, but you’d still like complete facial protection from the sun. Maybe you like all the performance bells and whistles—wicking, glare-reducing dark underbrim, Sunglass Lock™—but just want less hat. You drive a hard bargain, but we think the Sport Visor will surpass all your expectations. With its generous brim and three color options, it’s the visor you’ve been looking for.

by Sunday Afternoons · Ashland, Oregon

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