Skip to content

FREE Australia-wide shipping

Country/Region

Australia (AUD $)

Search

Apparel
Shoes
Home & Garden
Kitchen
Party
Health & Beauty
Sports
Travel
Outdoors
Electronics
Food & Drinks
Toys
Baby
Pets
Stationery
DIY & Industrial
Gifts
Deals

Home
Apparel
Men's Apparel
Men's Hats
Bailey

Bailey

Our range of Bailey hats for men include flat caps, straw hats & fedoras.

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

View as List Grid

FiltersFilter & Sort

Applied Filters

Clear all

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Availability

In stock (42)
Out of stock (3)

Clear

Price

From $

-

To $

From To

Clear

Brand

Bailey (42)

Clear

Gender

Men (42)

Clear

Colour

Beige (1)
Black (10)
Blue (2)
Brown (8)
Camo (1)
Charcoal (5)
Gold (1)
Green (1)
Grey (7)
Multicolour (1)
Natural (3)
Navy (1)
Orange (1)
White (1)

Clear

Size

S (2)
M (5)
L (37)
XL (5)

Clear

Category

Bucket Hats (2)
Fedoras (5)
Flat Caps (30)
Panama Hats (1)
Trilbies (4)

Clear

Up to 58% off
Bailey
Bailey Konrath Lite Mens Straw Trilby Hat - Natural (Made in USA Summer Fedora 63125)

No reviews

Sale price $118.99 Regular price $280.00

View details
51% off
Bailey
Bailey Atmore Mens LiteFelt Trilby Fedora Hat - Brown

No reviews

Sale price $83.99 Regular price $170.00

View details
17% off
Bailey
Bailey Graham Mens Ivy Flat Cap - Tan (Water-Repellent Autumn/Winter Hat)

No reviews

Sale price $74.99 Regular price $90.00

View details
53% off
Bailey
Bailey Shupp II Mens Ivy Flat Cap - Grey Mix (Autumn/Winter Hat)

No reviews

Sale price $64.99 Regular price $138.00

View details
20% off
Bailey
Bailey Duane Mens Ivy Flat Cap Hat - Black (Fold-Down Faux Fur Ear Flaps)

No reviews

Sale price $83.99 Regular price $104.41

View details
58% off
Bailey
Bailey of Hollywood Graham Mens Flat Cap Ivy Hat - Tan

No reviews

Sale price $72.99 Regular price $173.80

View details
Up to 58% off
Bailey
Bailey Blackburn Lite Mens Shantung Straw Trilby Hat - Natural (Made in USA Fedora 63117)

No reviews

Sale price $152.99 Regular price $360.00

View details
Up to 53% off
Bailey
Bailey Spencer Lite Mens Straw Trilby Hat - Natural (Made in USA Summer Fedora)

1 review

Sale price $91.99 Regular price $194.00

View details
58% off
Bailey
Bailey Rapol Mens Newsboy Pub Cap - Black (Cotton Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $158.00

View details
58% off
Bailey
Bailey Tress Mens Pub Flat Cap - Brown Stripe (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $158.00

View details
23% off
Bailey
Bailey Cove Dockman Mens Newsboy Cap - Grey Plaid (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $87.20

View details
24% off
Bailey
Bailey Kufell Mens Newsboy Cap - Black (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $88.56

View details
31% off
Bailey
Bailey Penson Mens Ivy Flat Cap - Grey Plaid (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $96.73

View details
23% off
Bailey
Bailey Bramer Mens Newsboy Cap - Rust (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $87.20

View details
23% off
Bailey
Bailey Edford Mens Newsboy Cap - Brown (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $87.20

View details
23% off
Bailey
Bailey Tifton Mens Newsboy Cap - Grey (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $87.20

View details
58% off
Bailey
Bailey Kensett Mens Bucket Hat - Black Stripe (Water-Repellent Autumn/Winter Hat)

No reviews

Sale price $74.99 Regular price $178.00

View details
58% off
Bailey
Bailey Rambert Mens Bucket Hat - Charcoal Heather (Water Repellent)

No reviews

Sale price $74.99 Regular price $178.00

View details
58% off
Bailey
Bailey Lord Mens Wool Twill Ivy Flat Cap Hat- Charcoal (Made in Italy)

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Spark Mens Ivy Flat Cap Hat - Brown

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Kyan Mens Ivy Newsboy Flat Cap Hat - Charcoal (Fold Down Convertible Ear Flap)

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Galvin Windowpane Plaid Mens Wool Ivy Hat - Charcoal (Made in Italy)

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Rockburn Mens Ivy Newsboy Flat Cap Hat - Grey/Black/Taupe

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Liston Mens Ivy Newsboy Flat Cap Hat - Black Multi (Multicolor Plaid)

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Osler Mens Ivy Newsboy Flat Cap Hat - Black (Comfort Sweatband)

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Galvin Mens Ivy Newsboy Flat Cap Hat - Grey Wool

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Bedias Mens Ivy Flat Cap Hat - Golden Plaid (Comfortable Sweatband)

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Beech Mens Ivy Newsboy Flat Cap Hat - Grey

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Gulick Mens Ivy Flat Cap Hat - Navy

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Beech Mens Ivy Newsboy Flat Cap - Brown (Classic Wool Fabric Hat)

No reviews

Sale price $92.99 Regular price $220.00

View details
53% off
Bailey
Bailey Derwent Mens Genuine Panama Fedora Straw Hat - Black/White (Made in USA)

No reviews

Sale price $188.99 Regular price $398.00

View details
58% off
Bailey
Bailey Westfield Mens Paper Straw Fedora Hat - Camo

No reviews

Sale price $83.99 Regular price $198.00

View details
26% off
Bailey
Bailey Holford Mens Ivy Flat Cap - Black Multi (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $90.00

View details
26% off
Bailey
Bailey Piland Mens Ivy Flat Cap - Black (Spring/Summer Hat)

No reviews

Sale price $66.99 Regular price $90.00

View details
26% off
Bailey
Bailey Strader Mens Ivy Flat Cap - Beige (Autumn/Winter Hat)

No reviews

Sale price $66.99 Regular price $90.00

View details
58% off
Bailey
Bailey Waits Mens Paper Straw Pork Pie Hat - Blue Surf (Made in USA)

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Willesden Mens Ivy Newsboy Flat Cap Hat- Light Blue Stripe

No reviews

Sale price $83.99 Regular price $198.00

View details
58% off
Bailey
Bailey Zeff Mens Ivy Newsboy Flat Cap Hat - Black

No reviews

Sale price $92.99 Regular price $220.00

View details
58% off
Bailey
Bailey Dreyer Mens Woven Paper Straw Fedora Hat - Slate

No reviews

Sale price $125.99 Regular price $298.00

View details
58% off
Bailey
Bailey Patel Mens Ivy Classic Flat Cap Hat - Forest

No reviews

Sale price $83.99 Regular price $198.00

View details

Showing 40 of 42

Your cart

Your cart is empty

Subtotal:$0.00 AUD

Loading...

Pay-it-forward to Good360. We turn 100% of your generosity into Boutique Retailer products for people in need. Powered by

Customers rate us 4.8/5 based on 2079 reviews.

Help & Support

Shipping Guide
FAQs
Our Brands
Size Charts
NDIS Funding & Orders
Become a Supplier
Contact Us

Shopping with us

About Us
Returns Policy
Privacy Policy
Terms of Use
Ethical Sourcing
Sustainability Policy
GoGenerosity
Gift Cards
EU Withdrawal Rights

About Boutique Retailer

We are one of Australia’s fastest-growing online retailers with a selection of leading brands & our exclusive in-house collections bringing you quality and style at unbeatable prices.

Facebook
YouTube
Instagram
Pinterest
LinkedIn

About Boutique Retailer

We are one of Australia’s fastest-growing online retailers with a selection of leading brands & our exclusive in-house collections bringing you quality and style at unbeatable prices.

Email

Payment methods accepted

Country/Region

Australia (AUD $)

© 2026 Boutique Retailer ABN: 92 641 346 952

Choose options

Item added to your cart.

View cart