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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.

11 Results

Calloway Fawn | Felt Fedora Hat
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1847)

$139.00

Unit price
per 

5 colors, 5 sizes
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  • M
  • L
  • XL
  • XXL

Calloway Ash | Wide Brim Felt Fedora

4.9 (1847)

$139.00

Unit price
per 

5 colors, 5 sizes
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  • M
  • L
  • XL
  • XXL
Andy Oak | Brown Wide Brim Fedora
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (569)

$149.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL
River Sand | Men’s & Women’s Straw Hat
best-seller

River Sand | Men’s & Women’s Straw Hat

4.8 (129)

$119.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

Andy Auburn | Dark Brown Country Hat

4.8 (569)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Calloway Tan | Brown Widebrim Fedora
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (97)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Rider Bone | White Palm Straw Hat
best-seller

Rider Bone | White Palm Straw Hat

4.7 (93)

$129.00

Unit price
per 

4 sizes
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  • M
  • L
  • XL

Austin Sand | Straw Sun Hat

4.8 (27)

$139.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Sunny Sand | Crushable Straw Bucket Hat
Sold out

Sunny Sand | Crushable Straw Bucket Hat

4.8 (35)

$119.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Austin Brown | Brown Straw Wide Brim Hat

4.8 (27)

$139.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Rustic wide brim straw hat Jude Sand by Will & Bear
Top view of rustic wide brim straw hat Jude Sand by Will & Bear
New

Jude Sand | Wide Brim Raffia Straw Hat

3.0 (1)

$99.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

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.