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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.

Upto 60% off*

50 Results

Duke Straw | Raffia Cowboy Hat
Two people wearing cowboy hats against a clear blue sky.
best-seller
New

Duke Straw | Raffia Cowboy Hat

5.0 (2)

$159.00

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4 sizes
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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
10% off
best-seller
New

Sunny Sand | Crushable Straw Bucket Hat

4.8 (48)

Regular price $119.00 $107.10

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2 colors, 3 sizes
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Will & Bear Women’s Straw Bucket Hat – Sunny Husk – angled view showcasing flexible natural fibre and gently curved brim, displayed on a neutral background.
Woman wearing Will & Bear Women’s Straw Bucket Hat – Sunny Husk – relaxed coastal style for sun-filled beach days.
10% off
best-seller
New

Sunny Husk | Women’s Straw Bucket Hat

4.8 (48)

Regular price $119.00 $107.10

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2 colors, 3 sizes
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Knitted bucket hat with brown and white pattern on a light beige background
A woman standing in front of a stone building wearing a patterned crochet hat, a brown jacket, and denim shorts.
30% off
New

Chelsea Brown | Crochet Bucket Hat

Regular price $119.00 $83.30

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3 sizes
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Calloway Dark Brown wide brim fedora hat on white background, angled side view
Top-down view of Calloway Dark Brown fedora hat with structured crown and wide brim
30% off
New

Calloway Brown | Wide-brim Fedora Hat

Regular price $139.00 $97.30

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per 

7 colors, 5 sizes
  • +2 more
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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
Sold out

Calloway Tan | Brown Widebrim Fedora

5.0 (101)

Regular price $139.00 $97.30

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7 colors, 5 sizes
  • +2 more
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Anderson Brown wide brim fedora hat on white background, angled view
Woman standing in open field with Anderson Brown hat and linen outfit
10% off
best-seller
New

Anderson Brown | Packable Wide Brim Fedora Hat

5.0 (8)

Regular price $129.00 $116.10

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per 

4 colors, 4 sizes
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Anderson Olive wide brim fedora hat on white background, angled view
Back view of woman in romper walking with Anderson Olive fedora and backpack
Sold out

Anderson Olive | Green Packable Wide Brim Fedora

5.0 (11)

Regular price $129.00 $116.10

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per 

4 colors, 4 sizes
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Anderson Cream wide brim fedora hat on white background, angled view
Woman seated in open landscape wearing Anderson Cream hat and linen jumpsuit
10% off
best-seller
New

Anderson Almond | Cream Packable Wide Brim Fedora Hat

5.0 (14)

Regular price $129.00 $116.10

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per 

4 colors, 4 sizes
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Will & Bear Brown Wool UGG Bucket Hat – Teddy Brown – front view highlighting structured suede exterior and wool shearling trim, displayed on neutral background.
Woman wearing Will & Bear Brown Wool UGG Bucket Hat – Teddy Brown – cozy dawn moment in the Australian outback.
best-seller
New

Teddy Brown | Wool UGG Bucket Hat

4.9 (48)

$179.00

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per 

3 colors, 4 sizes
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Will & Bear Beige Wool UGG Bucket Hat – Teddy Fawn – front product view showing soft suede exterior and plush wool trim, displayed on a neutral background.
Woman wearing Will & Bear Beige Wool UGG Bucket Hat – Teddy Fawn – warm and cozy hat made for chilly mornings outdoors.
best-seller
New

Teddy Fawn | Wool UGG Bucket Hat

4.9 (48)

$179.00

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per 

3 colors, 4 sizes
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Will & Bear Teddy Chestnut Wool UGG Bucket Hat crafted from premium wool and shearling, shown on neutral background
Top view of Will & Bear Teddy Chestnut Wool UGG Bucket Hat highlighting soft suede outer and wool lining
Sold out

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (48)

$179.00

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per 

3 colors, 4 sizes
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Will & Bear removable string bucket hat in natural off-white, crafted from breathable cotton with adjustable chin strap.
Couple wearing Will & Bear removable string bucket hats on the beach, perfect for sun protection and surfside adventures.
25% off
New

Billie Bone | Removable String Bucket Hat

5.0 (2)

Regular price $89.00 $66.75

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2 colors, 4 sizes
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A Will & Bear removable string bucket hat in chocolate brown, displayed on a neutral background.
A couple wearing Will & Bear removable string bucket hats at the beach, enjoying the coastal view.
25% off
New

Billie Brown | Removable String Bucket Hat

4.8 (5)

Regular price $89.00 $66.75

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per 

2 colors, 4 sizes
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Will & Bear Raffia Straw Bucket Hat – Stevie Sand – front view showing raw edge and soft natural raffia finish, displayed on a neutral background.
Top view of Will & Bear Raffia Straw Bucket Hat – Stevie Sand – soft crown design with frayed natural edge.
15% off

Stevie Sand | Raffia Straw Bucket

5.0 (46)

Regular price $119.00 $101.15

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per 

3 sizes
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Will & Bear white cowboy hat made from premium felt, displayed on a neutral background to show its structured shape and wide brim.
Couple walking through the outback wearing Will & Bear white cowboy hats made from Australian wool felt.
20% off
New

Buck Cream | White Cowboy Hat Felt

5.0 (1)

Regular price $159.00 $127.20

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4 colors, 4 sizes
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Buck Brown | Brown Felt Cowboy Hat
Sold out

Buck Brown | Brown Felt Cowboy Hat

5.0 (3)

Regular price $159.00 $127.20

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4 colors, 4 sizes
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Will & Bear white straw cowboy hat shown on a neutral background, featuring a classic wide-brim shape.
Top-down view of the Will & Bear white straw cowboy hat highlighting its structured crown and wide brim.
30% off

Buck Bone | White Straw Cowboy Hat

4.6 (11)

Regular price $129.00 $90.30

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4 sizes
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Will & Bear Brown Straw Wide Brim Hat 
 Austin Brown made from natural palm fibre with chin strap, shown on neutral background
Top view of Will & Bear Brown Straw Wide Brim Hat Austin Brown showcasing structured crown and wide woven brim
40% off

Austin Brown | Brown Straw Wide Brim Hat

4.8 (33)

Regular price $139.00 $83.40

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2 colors, 4 sizes
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Will & Bear straw sun hat on neutral background, featuring wide brim and chin strap for sun protection and adventure-ready style
Top view of Will & Bear straw sun hat showing natural woven texture and structured crown
40% off

Austin Sand | Straw Sun Hat

4.8 (33)

Regular price $139.00 $83.40

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2 colors, 4 sizes
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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
40% off
best-seller

Rider Bone | White Palm Straw Hat

4.7 (94)

Regular price $129.00 $77.40

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4 sizes
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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
30% off
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1877)

Regular price $139.00 $97.30

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7 colors, 5 sizes
  • +2 more
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Will & Bear Calloway Cream white sun felt hat with wide brim, crafted from sustainable wool, shown on a neutral backdrop.
Top view of the Will & Bear Calloway Cream white sun felt hat, showing crown shape and clean brim finish.
30% off

Calloway Cream | White Felt Sun Hat

4.9 (1877)

Regular price $139.00 $97.30

Unit price
per 

7 colors, 4 sizes
  • +2 more
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  • XL

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.