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A man and woman on vacation wearing wide brims hats by Will & Bear, in a rustic bohemian pool setting.

Holiday Hats

Discover unbeatable comfort in our sustainably crafted holiday hat—designed for life’s every adventure.

20 Results

Will & Bear Sunny Sand Crushable Straw Bucket Hat made from natural raffia, displayed on neutral background
Two women at the beach wearing Will & Bear Crushable Straw Bucket Hats, perfect for sun-filled adventures
Sold out

Sunny Sand | Crushable Straw Bucket Hat

4.8 (37)

¥11,400

Unit price
per 

2 colors, 3 sizes
  • S
  • M
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Billie Bone | Removable String Bucket Hat
New

Billie Bone | Removable String Bucket Hat

5.0 (2)

¥8,500

Unit price
per 

2 colors, 4 sizes
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  • XL
Buck Cream | White Cowboy Hat Felt
New

Buck Cream | White Cowboy Hat Felt

¥15,200

Unit price
per 

3 colors, 4 sizes
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  • XL
Will & Bear Andy Oak Brown Wide Brim Fedora made from sustainable wool, displayed on neutral background
Top view of Will & Bear Andy Oak Brown Wide Brim Fedora, lightweight and crushable design
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (575)

¥14,300

Unit price
per 

3 colors, 4 sizes
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  • M
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  • XL

Austin Brown | Brown Straw Wide Brim Hat

4.8 (28)

¥13,300

Unit price
per 

3 colors, 4 sizes
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  • XL
Billie Brown | Removable String Bucket Hat
Couple wearing string bucket hats near the beach
New

Billie Brown | Removable String Bucket Hat

4.8 (4)

¥8,500

Unit price
per 

2 colors, 4 sizes
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  • XL
Will & Bear Calloway Tan Brown Wide Brim Fedora made from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Tan Brown Wide Brim Fedora highlighting classic shape and leather band
best-seller
New

Calloway Tan | Brown Widebrim Fedora

5.0 (98)

¥13,300

Unit price
per 

5 colors, 5 sizes
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  • XL
  • XXL

Stevie Sand | Raffia Straw Bucket

5.0 (45)

¥11,400

Unit price
per 

3 sizes
  • S
  • M
  • L

Austin Sand | Straw Sun Hat

4.8 (28)

¥13,300

Unit price
per 

3 colors, 4 sizes
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  • XL
Will & Bear River Sand Men's and Women's Straw Hat made from handwoven palm, shown on neutral background
Top view of Will & Bear River Sand Men's and Women's Straw Hat with natural wide brim and pinch crown
best-seller

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

4.8 (130)

¥11,400

Unit price
per 

4 sizes
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  • XL

Buck Bone | White Straw Cowboy Hat

4.6 (11)

¥12,300

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

Calloway Cream | White Felt Sun Hat

4.9 (1858)

¥13,300

Unit price
per 

5 colors, 4 sizes
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  • M
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  • XL
Will & Bear Rider Bone White Palm Straw Hat crafted for sun protection and outdoor adventures, displayed on neutral background
Top view of Will & Bear Rider Bone White Palm Straw Hat featuring wide brim and leather chin strap
best-seller

Rider Bone | White Palm Straw Hat

4.7 (93)

¥12,300

Unit price
per 

4 sizes
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  • XL
Will & Bear White Felt Sun Hat with wide brim, crafted for sustainable outdoor adventures
Top view of Will & Bear White Felt Sun Hat, lightweight and durable for everyday sun protection
best-seller

Andy Cream | White Felt Sun Hat

4.8 (575)

¥14,300

Unit price
per 

3 colors, 4 sizes
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  • M
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  • XL
Will & Bear Calloway Fawn Felt Fedora Hat made from premium wool, displayed on neutral background
Top view of Will & Bear Calloway Fawn Felt Fedora Hat, showcasing structured crown and leather band
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1858)

¥13,300

Unit price
per 

5 colors, 5 sizes
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  • XL
  • XXL
Front studio shot of recycled hemp bucket hat Bodhi Carob
Top down studio shot of recycled hemp bucket hat Bodhi Carob
New

Camp Bodhi Carob | Recycled Hemp Bucket Hat

4.9 (13)

¥9,500

Unit price
per 

2 colors, 3 sizes
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William cream white packable travel hat front view
William cream white packable travel hat top view
New

William Cream | Crushable Travel Hat | White Felt Fedora Hat

4.7 (10)

¥12,300

Unit price
per 

4 colors, 4 sizes
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  • XL
Will & Bear Crushable Travel Hat in light brown felt, crafted for packable, all-weather adventures
Top view of Will & Bear Crushable Travel Hat with classic teardrop crown and structured wool felt
best-seller

William Oak | Crushable Travel Hat

4.9 (1469)

¥12,300

Unit price
per 

4 colors, 5 sizes
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  • XL
  • XXL
Will & Bear Women's Straw Bucket Hat made from natural raffia straw, displayed on neutral background
Woman wearing Will & Bear Women's Straw Bucket Hat at beachside, perfect for summer road trips
best-seller
New

Sunny Husk | Women’s Straw Bucket Hat

4.8 (37)

¥11,400

Unit price
per 

2 colors, 3 sizes
  • S
  • M
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Baker Fawn | White Cord Newsboy Cap

4.9 (154)

¥7,600

Unit price
per 

2 colors, 3 sizes
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  • M

Why Buy a Will & Bear Holiday Hat?

A Will & Bear holiday hat isn't just for show; they're your trusty companion for sunny adventures and lazy beach days. Crafted with sun protection in mind, our holiday hats are perfect for shielding you from those harsh rays while adding a touch of holiday flair to any outfit. Whether you're exploring a new city, lounging by the pool, or heading out on a casual stroll, you'll find our hats to be as reliable as an old friend, always ready to keep you comfortable and protected.

What truly sets our holiday hats apart is their lightweight comfort and durable construction. Designed for all-day wearability, these hats are perfect for everything from backyard barbecues to hikes in the great outdoors. You'll appreciate the thoughtful design that ensures they remain a staple in your wardrobe season after season.

And let's not forget the rich tradition behind these versatile pieces—they're a nod to holiday celebrations around the world, capturing the spirit of relaxation and joy. Choose from our men’s holiday hats and women’s holiday hats, each crafted to reflect the timeless essence of the season.

Holiday Hats 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 Holiday Hats

Discover the perfect vacation hat and holiday hat with Will & Bear, where style meets sustainability. Our collection offers a variety of designs to complement any festive occasion, from classic wide-brimmed sun hats to cozy knitted beanies. Each holiday hat is crafted from high-quality, eco-friendly materials, ensuring that you not only look good but also feel good about your choice. Whether you’re lounging by the beach or strolling through a winter wonderland, our holiday hats provide both protection and flair. Celebrate the season in style with timeless pieces that embody our commitment to the environment and exceptional craftsmanship.