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Two individuals, a man and woman in a cozy barn setting, one wearing a floppy hat, engaging in quiet conversation.

Floppy Hats

Flexibility and softness in every wear.

Upto 60% off*

18 Results

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 $140.00 $98.00

Unit price
per 

3 sizes
  • S
  • M
  • L
Anderson Olive wide brim fedora hat on white background, angled view
Back view of woman in romper walking with Anderson Olive fedora and backpack
11% off
best-seller
New

Anderson Olive | Green Packable Wide Brim Fedora

5.0 (10)

Regular price $152.00 $136.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Anderson Brown wide brim fedora hat on white background, angled view
Woman standing in open field with Anderson Brown hat and linen outfit
11% off
best-seller
New

Anderson Brown | Packable Wide Brim Fedora Hat

5.0 (8)

Regular price $152.00 $136.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Anderson Navy Soft Felt Fedora with classic teardrop crown and wide brim for everyday adventure
Top view of Will & Bear Anderson Navy Soft Felt Fedora highlighting the smooth felt finish and structured crown
11% off

Anderson Navy | Soft Felt Fedora

4.9 (396)

Regular price $152.00 $136.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Anderson Cream wide brim fedora hat on white background, angled view
Woman seated in open landscape wearing Anderson Cream hat and linen jumpsuit
11% off
best-seller
New

Anderson Almond | Cream Packable Wide Brim Fedora Hat

5.0 (12)

Regular price $152.00 $136.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
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 (47)

Regular price $140.00 $126.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
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.
Sold out

Sunny Husk | Women’s Straw Bucket Hat

4.8 (47)

Regular price $140.00 $126.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
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
25% off
best-seller

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

4.8 (131)

Regular price $140.00 $105.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Wide-brim Bucket Hat in off-white, lightweight and breathable for sun protection
Top view of Will & Bear Wide-brim Bucket Hat showcasing wide brim and adjustable chin strap
25% off
best-seller

Bodhi Bone | Wide-brim Bucket Hat

4.9 (15)

Regular price $105.00 $79.00

Unit price
per 

1 color, 4 sizes
  • S
  • M
  • L
  • XL
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 $105.00 $79.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
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 $105.00 $79.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Foster Black Newsboy Cap on neutral background, classic shape with short curved brim.
Side view of the Will & Bear Foster Black Newsboy Cap showing silhouette and metal button detailing.
20% off

Foster Black | Black Newsboy Cap

4.9 (157)

Regular price $81.00 $65.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
Will & Bear Foster Green Fiddler Cap on neutral background, featuring a structured green crown and tan band detail.
Angled view of the Will & Bear Foster Green Fiddler Cap showing the short brim and contrast tan hat band.
20% off

Foster Green | Green Fiddler Cap

4.9 (157)

Regular price $81.00 $65.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Hat Fillers | Foam Inserts

4.9 (456)

$6.00

Unit price
per 

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.
49% off
Outlet

Perry Bone | Beige Cord Bucket Hat

4.2 (17)

Regular price $93.00 $47.00

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.
49% off
Outlet

Fischer Bone | White Bucket Hat

4.6 (85)

Regular price $81.00 $41.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L
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 $70.00 $28.00

Unit price
per 

4 colors
Will & Bear Bambi Sage green wool beanie crafted from 100% Australian merino wool, shown on a clean neutral backdrop.
Top-down flat lay of the Will & Bear Bambi Sage green wool beanie showing its soft ribbed knit texture.
60% off
Outlet

Bambi Sage | Green Wool Beanie

4.6 (5)

Regular price $70.00 $28.00

Unit price
per 

4 colors

Why Choose a Will & Bear Floppy Hat?

A Will & Bear Floppy Hat is the ultimate blend of style, comfort, and sustainability. Each Floppy Hat is crafted from high-quality, eco-friendly materials, providing durability and excellent sun protection. Perfect for beach strolls, garden parties, or summer festivals, a Floppy Hat adds an effortless touch of charm to any look.

When you choose a Will & Bear Floppy Hat, you’re supporting a brand that values environmental stewardship. For every Floppy Hat sold, we plant a native tree and contribute 40% of our profits to help Australian farmers. So, your Floppy Hat is more than just a stylish accessory—it’s a step towards a sustainable future. See also bucket hats and straw hats.

Floppy Hats FAQs

Enjoy FREE shipping on orders above $160 NZD. 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 regions in New Zealand, ensuring that your hat arrives in 3-8 business days depending on your location.You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore our range of Floppy Hats

Elevate your style with our diverse collection of Floppy Hats. From bucket hats to wool fedoras, there's a Floppy Hat tailored for every occasion. With Will & Bear, you not only get a Floppy Hat that looks great but also make a positive impact on the planet. Discover the perfect Floppy Hat that matches your style and supports a sustainable future.