Best Bailey Panama Hats for Men of 2026

John Zimmer Avatar
John Zimmer
Last Updated: 4 Feb 2026

* We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

Bailey's Panama Hats are a stylish and timeless accessory for men. Made from high-quality materials, these hats offer a classic and sophisticated look. The lightweight design makes them comfortable to wear, even on hot summer days. With their wide brims and excellent sun protection, these hats are perfect for outdoor activities or simply adding a touch of elegance to any outfit. Whether you're strolling along the beach or attending a garden party, Bailey's Panama Hats are a must-have accessory for any fashion-conscious man.

At a Glance: Our Top Picks

Bailey 1922 Lando Olive Straw Hat Cover #TOP 1
Bailey 1922 Lando Olive Straw Hat
ftb score rating icon 9.9
Bailey Hollywood Billy Short Brim Summer Hat Cover #TOP 2
Bailey Hollywood Billy Short Brim Summer Hat
ftb score rating icon 9.8
Bailey 1922 Vented Crown Bogart Panama Straw Hat Cover #TOP 3
Bailey 1922 Vented Crown Bogart Panama Straw Hat
ftb score rating icon 9.6

Top 3 Bailey Panama Hats for Men

#TOP 1

Bailey 1922 Lando Olive Straw Hat

655722450390
olive
Bailey 1922 Lando Olive Straw Hat Cover
Bailey 1922 Lando Straw Hat1922 Summer hat Beach (S (54-55 cm) - Olive)

The Bailey 1922 Lando Hat is an elegant choice for summer outings. With a brim width of approximately 5.5 cm, it provides ample shade to protect you from the sun while you enjoy your time at the beach. The height of the crown, around 11 cm, adds a stylish flair to your look. Its chic grosgrain band features a bow, enhancing its fashionable appeal. Crafted from high-quality straw, this hat is not only visually appealing but also ensures durability for those sunny days.

What We Like
Stylish design with bow
Ample sun protection
Durable straw material
Comfortable fit for summer
#TOP 2

Bailey Hollywood Billy Short Brim Summer Hat

655722490914
purple
Bailey Hollywood Billy Short Brim Summer Hat Cover
Bailey of Hollywood Billy Short Brim Summer Hatof Cloth hat Sun (XL (60-61 cm) - Purple)

The Bailey Hollywood Billy Hat is a lightweight and charming sun hat made from a robust paper straw mix, perfect for warm days. Its 4.5 cm brim provides good sun protection, helping to shield your face from harmful rays. With a crown height of approximately 10 cm, it offers a comfortable fit while maintaining a stylish appearance. The two-tone woven material not only adds to its visual appeal but also ensures breathability, keeping your head cool and comfortable throughout the day.

What We Like
Lightweight and breathable
Good sun protection
Flexible and comfortable fit
Attractive two-tone design
#TOP 3

Bailey 1922 Vented Crown Bogart Panama Straw Hat

655722517109
nature
6 7/8
Bailey 1922 Vented Crown Bogart Panama Straw Hat Cover
Bailey 1922 Vented Crown Bogart Panama Hat1922 Men - Made in USA Summer hat Straw Sun with Leather Trim Spring-Summer - M (56-57 cm) Nature

The Bailey 1922 Bogart Hat is crafted from 100% high-quality Panama straw, making it incredibly light and breathable—perfect for keeping you cool on warm days. It features a leather trim that adds a touch of classic style and durability. The brim is approximately 7.4 cm wide, providing good sun protection, while the 10 cm crown height gives the hat a distinguished shape. A stretch sweatband ensures a comfortable, secure fit, so you can wear it all day without discomfort.

What We Like
Lightweight and breathable material
Classic leather trim design
Comfortable stretch sweatband
Good sun protection brim
Made in USA quality
Buying Guide Image
Editor's Notes

During our Bailey panama hat for men research, we found 20 Bailey panama hat for men products and shortlisted 3 quality products. We collected and analyzed 2,671 customer reviews through our big data system to write the Bailey panama hats for men list. We found that most customers choose Bailey panama hats for men with an average price of £20.00.

The Bailey panama hats for men are available for purchase. The top 3 picks range in price from a low of £54.00 to a high of £258.00, find the one that fits your budget.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.