Sunday Afternoons Havana Hat

Whether strolling the narrow streets of Old Havana or your neighborhood back nine, this is the hat that tops you off in style. Breathable fabric, internal…

Fashionable and fabulous, the Sun Haven offers all the shade you need without compromising your sense of style. Made from a breathable blend of paper and polyester braid, this on-trend favorite sports a decorative hatband and stylish stripes. An internal drawstring in the sweatband helps ensure a custom fit, and the UPF 50+ sun rating offers shade and protection wherever your outdoor adventures lead. Features & Specs UPF 50+ sun rating 3¾" brim Breathable polyester/paper braid* Decorative hatband Comfort sweatband Internal adjustable sizing Weight: 8.3 ounces/235.3…

by Sunday Afternoons · Ashland, Oregon

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

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

Ready for sunny adventures far away or close to home, the Wanderlust Fedora is a playful take on a classic style. Offering UPF 50+ sun protection and a decorative, beaded hatband, this hat is made from breathable poly/paper braid. The bluesign® sweatband and internal adjustable sizing offer comfort and a custom fit.

by Sunday Afternoons · Ashland, Oregon

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

Maximum ventilation and UPF 50+ sun rating will make the Charter Breeze Hat your favorite companion for outdoor adventure. With a stylish fedora silhouette and front and back Sunglass Lock™ to keep glasses firmly in place, this winner even floats in water. Interior adjustable sizing means it will fit just right without losing its shape, and a removable chinstrap can even be stowed in the hidden crown pocket.

by Sunday Afternoons · Ashland, Oregon

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

An on-trend floppy brim, a mixed weave color palette, and a hint of detail on the leatherette hatband all add up to one charismatic sun hat. Our Sol Seeker has you covered for those long days of summer where sun protection and looking great are essential, from the U-Pick farm to that outdoor concert to the spontaneous hike to a mountain meadow picnic. Packable construction ensures it tags along in a backpack or tote bag. The soft interior sweatband keeps you comfortable and holds our adjustable sizing tie so you can customize the fit. Here’s to a long and fun-filled summer!

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

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

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

Havana | Mens Ivory Toyo Straw Panama Hat with Downturned Brim is a stylish blend of comfort and elegance. Its lightweight Toyo straw and grosgrain ribbon trim make it perfect for sunny days, offering both sun protection and a sharp, laid-back look. Material: Toyo Straw Shape: Outback Trim: 16-Ligne Grosgrain Ribbon Band with Bow Brim Size: 2 1/2" Crown Height: 4" Sweatband: Adjustable Velcro Sweatband…

by American Hat Makers · Texas

🚚 Ships from Texas

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

Crafted from tightly woven raffia braid, this wide-brimmed sun hat delivers classic coastal style with understated sophistication. The coordinating linen band and delicate shell trim add refined texture, while the intentionally raw, frayed brim edge provides an effortlessly relaxed finish. Ideal for sun protection with authentic beachy appeal. Features: Size: 57cm Brim Size: 5.5" Sun Protection: UPF 50+ Material: Raffia Straw Color: Natural Beachy Shell Trim Frayed Brim Edge…

by San Diego Hat Company · San Diego, California

🚚 Ships from California

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

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

Looking for a stylish addition to your winter wardrobe? Look no further. Made from 100% wool felt, with a lovely leather hatband, the Taylor Hat takes things up a notch in any season. Easy to care for and packable, this snazzy stunner is going places. Features & Specs UPF 50+ Sun Rating 3" Brim 100% Wool Felt Naturally Water Repellent Genuine Leather Hatband Elasticized Wicking Sweatband Packs for Travel Weight: 4.6 ounces/130.4 grams California Residents see PROP 65 WARNING below. For more information, please visit our FAQ page here .

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 .

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

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

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

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

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

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

Cold temps won’t cramp your style when you’re rocking the Alpine Tundra Cap. The warmth stays in with Cross Core™ Aerogel insulation while the cozy flannel liner keeps you toasty. The BreezeBlocker™ windproof ear flaps on this low profile, approachable ball cap can be folded up and away when temps rise. Made from recycled content and PFAS-durable water repellent finish this warm cap is also rated UPF 50+.

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