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Man standing with his girlfriend at the beach while wearing a vacation or holiday hat by Will & Bear

Men's Holiday Hat

Discover rugged men's holiday hats built for adventure.

Upto 60% off*

32 Results

Will & Bear Wide Brim Straw Hat – Sawyer Sand – front angle showcasing lightweight natural straw and classic crown shape, displayed on a neutral background.
Top view of Will & Bear Wide Brim Straw Hat – Sawyer Sand – highlighting pinched crown and natural straw weave.
60% off
Outlet

Sawyer Sand | Wide Brim Straw Hat

5.0 (13)

Regular price $129.00 $51.60

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL
Front View of Will & Bear Perry Bone Beige Cord Bucket Hat – Soft Cotton Corduroy Hat with Embroidered Logo.
Top View of Will & Bear Perry Bone Beige Cord Bucket Hat – Circular Crown and Brim Silhouette.
50% off
Outlet

Perry Bone | Beige Cord Bucket Hat

4.2 (17)

Regular price $79.00 $39.50

Unit price
per 

3 sizes
  • S
  • M
  • L
Will & Bear Fischer Bone White Bucket Hat on neutral background, made from breathable natural cotton with subtle logo embroidery.
Top-down view of the Will & Bear Fischer Bone White Bucket Hat showing round crown and structured brim.
50% off
Outlet

Fischer Bone | White Bucket Hat

4.6 (85)

Regular price $69.00 $34.50

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
Will & Bear Fischer Sand Waxed Canvas Bucket Hat on a neutral background, featuring water-resistant finish and natural brown tone.
Top-down view of the Will & Bear Fischer Sand Waxed Canvas Bucket Hat showing classic bucket crown and stitch detail.
50% off
Outlet

Fischer Sand | Waxed Canvas Bucket Hat

4.6 (85)

Regular price $69.00 $34.50

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
Will & Bear Archie Maroon 5-Panel Vintage Cap made from organic cotton, shown on a neutral background
Front view of Will & Bear Archie Maroon 5-Panel Vintage Cap highlighting classic panel shape and stitched detail
40% off
Outlet

Archie Maroon | 5-Panel Vintage Cap

4.0 (7)

Regular price $49.00 $29.40

Unit price
per 

2 colors
Will & Bear Soft Wool Beanie – Tasman Fawn – angled view highlighting ribbed knit cuff and pom pom top.
Will & Bear Soft Wool Beanie – Tasman Fawn – classic front view showing neutral tone and textured wool design.
50% off
Outlet

Tasman Fawn | Soft Wool Beanie

4.6 (134)

Regular price $59.00 $29.50

Unit price
per 

4 colors, 1 size
  • One Size
Will & Bear Forest Green Beanie – Tasman Moss – angled view showcasing ribbed cuff and pom pom made from natural wool.
Will & Bear Forest Green Beanie – Tasman Moss – classic front view showing clean silhouette and rich moss tone.
50% off
Outlet

Tasman Moss | Forest Green Beanie

4.6 (134)

Regular price $59.00 $29.50

Unit price
per 

4 colors, 1 size
  • OS
Will & Bear Bambi Dust Blue Australian wool beanie made from soft merino wool, displayed on a neutral background.
Top view of the Will & Bear Bambi Dust Blue merino wool beanie showing its ribbed knit construction.
60% off
Outlet

Bambi Dust Blue | Australian Wool Beanie

4.6 (5)

Regular price $59.00 $23.60

Unit price
per 

4 colors

Why Buy a Men's Holiday Hat from Will & Bear?

Whether you're spending the day on a sandy beach, hiking scenic trails, or simply lounging by the pool, our men's holiday hat offers the reliable shade you need to keep cool and protected.

Crafted with rugged durability, our men's holiday hats are built to last, ensuring they can withstand the elements and stand by you through countless holidays and outdoor escapades.

Imagine spending your days free from the sun’s harsh glare, thanks to the hat that feels just as adventurous as you do.

What sets men's holiday hat apart is the use of breathable materials that keep your head cool, no matter how high the temperatures soar. These aren't just ordinary hats; they're a tradition passed down from sun-loving, adventure-seeking folks who know just how important the right hat can be.

Whether you're exploring new destinations or enjoying a staycation, our hats offer a laid-back and practical solution to sun protection.

Dive in to discover the perfect companion for your next holiday, and enjoy every sunny moment with peace of mind and comfort. And for even more styles to suit your getaway, explore our full collection of holiday hats.

Men's Holiday Hat FAQs

Enjoy FREE shipping on orders above $150. At Will & Bear, we pride ourselves on quick delivery! Your hat ships fast, typically within 48 hours of placing your order. We ship to all Australian states, ensuring that your hat arrives in 3-5 business days depending on your location.

For international orders, delivery times vary based on the destination and usually take between 7-14 business days. You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore Our Range of Men's Holiday Hats

Discover our carefully curated collection of men's holiday hats, designed to elevate your style and provide essential sun protection on your travels. From classic fedoras to versatile wide-brim styles, each men's holiday hats is crafted with sustainable materials and thoughtful design, ensuring you stay comfortable and chic on your next adventure. Whether you're lounging on a tropical beach or exploring a vibrant city, our men's holiday hats are the perfect accessory to complement your holiday wardrobe. Experience the perfect blend of function and fashion with Will & Bear's exceptional range of men's holiday hats.