Sunday Afternoons Hillview Trucker
Apparel

Sunday Afternoons Hillview Trucker

5 colors/styles available — click a swatch to switch

$38.00
🏪 Independently Owned
Buy from Sunday Afternoons

Sold 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.

More like this

Sunday Afternoons Cascade Range Trucker
Apparel

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

🏪 Independently Owned
$38.00
Sunday Afternoons Spring Thaw Trucker
Apparel

Sunday Afternoons Spring Thaw 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

🏪 Independently Owned
$38.00
Sunday Afternoons Dream Seeker Cooling Trucker
Apparel

Sunday Afternoons Dream Seeker Cooling Trucker

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

🏪 Independently Owned
$36.00
Sunday Afternoons Into the Blue Trucker
Apparel

Sunday Afternoons Into the Blue Trucker

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

🏪 Independently Owned
$38.00
Sunday Afternoons Artist Series Patch Trucker
Apparel

Sunday Afternoons Artist Series Patch Trucker

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

🏪 Independently Owned
$38.00
Sale · 50% offSunday Afternoons Midnight Mountain Trucker - SALE
Apparel

Sunday Afternoons Midnight Mountain Trucker - SALE

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

🏪 Independently Owned
$38.00$19.00
Sunday Afternoons Mountain High Trucker
Apparel

Sunday Afternoons Mountain High 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

🏪 Independently Owned
$36.00
Sunday Afternoons Kids' Lone Wolf Trucker
Apparel

Sunday Afternoons Kids' Lone Wolf Trucker

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

🏪 Independently Owned
$30.00
Sunday Afternoons Kids' Whale Song Trucker
Apparel

Sunday Afternoons Kids' Whale Song Trucker

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

🏪 Independently Owned
$30.00
Sunday Afternoons Kids' Pond Party Trucker
Apparel

Sunday Afternoons Kids' Pond Party Trucker

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

🏪 Independently Owned
$30.00
Pistil Designs Valley Girl Trucker Hat
Apparel

Pistil Designs Valley Girl Trucker Hat

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

🏪 Independently Owned
$34.00
Sale · 50% offSunday Afternoons Kids' Moonflower Fox Trucker
Apparel

Sunday Afternoons Kids' Moonflower Fox Trucker

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

🏪 Independently Owned
$30.00$15.00

More from Sunday Afternoons

Add to one order and ship it together.

Sunday Afternoons Alpine Quilted Trapper
Apparel

Sunday Afternoons Alpine Quilted Trapper

“If your adventurer heads out in subfreezing temperatures, this hat helps to weather the harsh conditions. Plus, it’s got a crushable design, so it packs easily. Keep warm this winter with 100% windproof recycled polyester and cozy recycled fleece lining. Quilted earflaps make for adjustable design to fit your explorer in any weather.” — Tread If outdoor adventures in sub-freezing temperatures are your jam, the Alpine Quilted Trapper is your new must-have for the harshest winter conditions.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$76.00
Sunday Afternoons Winston Hat
Apparel

Sunday Afternoons Winston Hat

With a classic profile that leans more urban than country, the Winston is a three-season hat that offers UPF 50+ sun protection for all your adventures. With a tall crown, flat, contemporary brim and metal eyelet and logo detail, the 100% wool felt makes this stylish hat breathable, insulative, and stain resistant.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$68.00
Sale · 50% offSunday Afternoons Sunward Visor - SALE
Apparel

Sunday Afternoons Sunward Visor - SALE

Sunny days just got a whole lot brighter! On the beach, trail, or in the garden, the Sunward Visor offers generous coverage without taking over. Made from bluesign® fabric, this visor also boasts a wicking comfort sweatband, adjustable sizing to ensure a great fit, and subtle reflective details, in case you™re still out playing after dark.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$44.00$22.00
2 storesSunday Afternoons Aero Visor
Apparel

Sunday Afternoons Aero Visor

“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.

🏪 Independently Owned
Sunday Afternoons Watershed Trucker
Apparel

Sunday Afternoons Watershed 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

🏪 Independently Owned
$38.00
Sale · 50% offSunday Afternoons UVShield Cool Gloves, Fingerless - SALE
Apparel

Sunday Afternoons UVShield Cool Gloves, Fingerless - SALE

Total sun protection with comfort and style—that’s what sets our UVShield line apart. UVShield Cool Gloves offer UPF 50+ sun protection with an anti-slip palm print. These fingerless gloves stretch to fit and are made from chemical-free Coolcore® fabric so you’ll stay comfortable and protected naturally. Moisture-wicking, easy wash-and-wear fabrics now come in a variety of colors.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$29.00$14.50
Sunday Afternoons Frontier Cap
Apparel

Sunday Afternoons Frontier Cap

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

🏪 Independently Owned
$62.00
4 storesSunday Afternoons Ultra Adventure Hat
Apparel

Sunday Afternoons Ultra Adventure Hat

“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 .

🏪 Independently Owned
Sunday Afternoons Avalon Bucket
Apparel

Sunday Afternoons Avalon Bucket

Add some flair to your winter wardrobe with the UPF 50+ Avalon Bucket. The low-profile, downsloping brim and cozy yet breathable textured weave make this hat a great choice when the sun peeks out through the clouds. The wicking sweatband and internal adjustable sizing make for a comfortable, custom fit, and a decorative hatband adds simple, understated beauty.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$52.00
Sale · 50% offSunday Afternoons Rambler Hat
Apparel

Sunday Afternoons Rambler Hat

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

🏪 Independently Owned
$76.00$38.00
Sale · 50% offSunday Afternoons Kids' Garden Party Trucker
Apparel

Sunday Afternoons Kids' Garden Party Trucker

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

🏪 Independently Owned
$30.00$15.00
Sunday Afternoons Sun Guardian Hat
Apparel

Sunday Afternoons Sun Guardian Hat

Sun worshippers beware—the Sun Guardian Hat has arrived! Made from 100% natural straw, this classic lifeguard hat has been given a serious upgrade: a UPF 50+ brim and top-of-crown liner, an elasticized sweatband for a custom fit, a dark underbrim to reduce glare, an adjustable and technical chinstrap for when the wind picks up, and custom artwork by Carlos del Rio on the crown patch for a special touch. Ideal for outdoor enthusiasts who work and play in full sun.

by Sunday Afternoons · Ashland, Oregon

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

🏪 Independently Owned
$34.00