Best Bailey Panama Hats for Men of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 31 Jan 2025

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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 of Hollywood Cutler Hand-Woven Panama Hat Cover #TOP 1
Bailey of Hollywood Cutler Hand-Woven Panama Hat
ftb score rating icon 9.9
Bailey 1922 Hansons Dark Grey Straw Hat Cover #TOP 2
Bailey 1922 Hansons Dark Grey Straw Hat
ftb score rating icon 9.8
Bailey of Hollywood Beige Panama Fedora Hat Cover #TOP 3
Bailey of Hollywood Beige Panama Fedora Hat
ftb score rating icon 9.6

Top 10 Bailey Panama Hats for Men

#TOP 1

Bailey of Hollywood Cutler Hand-Woven Panama Hat

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Bailey of Hollywood Cutler Hand-Woven Panama Hat Cover
Bailey of Hollywood Cutler Genuine Hand-Woven Panama Hat - Beige - M

The Bailey Cutler Panama Hat is a stylish accessory made from 100% straw, offering both durability and comfort. With its genuine hand-woven design, this hat not only provides excellent sun protection but also enhances your outfit with a touch of elegance. The medium size ensures a good fit, making it a versatile choice for various occasions. Wearing this hat allows you to enjoy warm weather while keeping your head cool and stylish.

What We Like
Genuine hand-woven design
100% straw material
Stylish and elegant look
Medium size for good fit
Excellent sun protection
#TOP 2

Bailey 1922 Hansons Dark Grey Straw Hat

655722492260
dark grey
6 7/8-7
Bailey 1922 Hansons Dark Grey Straw Hat Cover
Bailey 1922 Hansons Straw Hat1922 Sun hat (M (56-57 cm) - Dark Grey)

The Bailey 1922 Straw Hat is a stylish choice for summer days. With a generous brim width of approximately 6 cm, it provides excellent protection from the sun, allowing you to enjoy outdoor activities comfortably. The height of the crown, around 11 cm, adds to its charming silhouette while ensuring a secure fit. Made from high-quality materials, this hat features a grosgrain band that enhances its aesthetic appeal. Additionally, it contains non-textile parts of animal origin, making it a unique accessory for your summer wardrobe.

What We Like
Stylish summer look
Excellent sun protection
High-quality materials
Secure fit
Charismatic design
#TOP 3

Bailey of Hollywood Beige Panama Fedora Hat

655722481714
Media Bleach
Bailey of Hollywood Beige Panama Fedora Hat Cover
Bailey of Hollywood Cuban Panama Fedora - Beige - M

The Bailey Panama Fedora is crafted from 100% genuine Panama Toquilla palm, ensuring a lightweight and breathable design. This makes it ideal for sunny days, providing you with excellent sun protection while keeping you cool. Available in size M, it caters to a comfortable fit for most users. With its stylish beige colour, this fedora not only complements various outfits but also adds a touch of sophistication to your look.

What We Like
Stylish and sophisticated design
Lightweight and breathable material
Excellent sun protection
Comfortable fit in size M
Versatile for various outfits
#TOP 4

Bailey 1922 Creel Blue Straw Hat

655722435953
blue
7 1/8-7 1/4
Bailey 1922 Creel Blue Straw Hat Cover
Bailey 1922 Creel Straw Hat1922 Summer hat Beach (L (58-59 cm) - Blue)

The Bailey 1922 Straw Hat is a stylish accessory perfect for summer outings. With a brim width of approximately 6 cm, it provides ample shade from the sun, allowing you to enjoy the beach or garden comfortably. The crown height of around 11 cm adds a fashionable flair, making it an eye-catching choice. Its luxurious design features a contrast-coloured decorative trim band and bow, ensuring you look elegant while staying carefree. This summer hat is ideal for those looking to combine practicality with style.

What We Like
Stylish summer accessory
Ample sun protection
Luxurious design
Comfortable fit
#TOP 5

Bailey of Hollywood Brooks Panama Sun Hat

655722450161
Denim
6 5/8-6 3/4
Bailey of Hollywood Brooks Panama Sun Hat Cover
Bailey of Hollywood Brooks Panama Hatof Summer hat Sun (S (54-55 cm) - Blue)

The Bailey Panama Hat is a stylish choice for summer. With a brim width of approximately 6 cm, it provides ample shade to protect your face from the sun. The crown height of about 9.5 cm ensures a comfortable fit, making it perfect for extended wear. Made from high-quality straw, this hat is not only lightweight but also breathable, keeping you cool on hot days. The added grosgrain band enhances its luxurious appearance, making it a charming accessory for any summer outfit.

What We Like
Stylish summer accessory
Good sun protection
Lightweight and breathable
Luxurious design
#TOP 6

Bailey 1922 Hesmond Sisal Straw Summer Hat

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black-blue
6 5/8-6 3/4
Bailey 1922 Hesmond Sisal Straw Summer Hat Cover
Bailey 1922 Hesmond Sisal Straw Hat1922 Summer hat Beach (S (54-55 cm) - Black-Blue)

The Bailey 1922 Straw Hat is designed for those sunny days at the beach or enjoying the summer outdoors. With a brim width of approximately 6 cm, it provides ample shade to protect your face from harmful UV rays. The 12 cm high crown ensures a comfortable fit, making it perfect for extended wear. Crafted from fine sisal straw, this hat is lightweight and breathable, keeping you cool in hot weather. Finished with a stylish grosgrain band, it adds a touch of elegance to your summer outfit.

What We Like
Lightweight and comfortable
Provides excellent sun protection
Stylish grosgrain band
Perfect for summer outings
#TOP 7

Bailey 1922 Lando Olive Straw Hat

655722450390
olive
6 5/8-6 3/4
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 8

Bailey 1922 Tim Straw Hat for Summer

655722508718
nature
7 3/8-7 1/2
Bailey 1922 Tim Straw Hat for Summer Cover
Bailey 1922 Tim Straw Hat1922 Summer hat Beach (XL (60-61 cm) - Nature)

The Bailey 1922 Straw Hat is designed for those warm summer days. With a generous brim of approximately 8 cm, it provides excellent sun protection while you enjoy a stroll in town or a day at the beach. The lightweight straw material ensures that you stay comfortable, even in the heat. Additionally, the hat features a stylish grosgrain band, adding a touch of elegance to your summer outfits. This versatile hat is perfect for any outdoor occasion, making it a must-have accessory for your summer wardrobe.

What We Like
Lightweight for hot weather
Stylish grosgrain band
Generous sun protection
Versatile for various outings
#TOP 9

Bailey of Hollywood Summer Straw Fedora Hat

655722479841
Natural
7 1/8-7 1/4
Bailey of Hollywood Summer Straw Fedora Hat Cover
Bailey of Hollywood Cosmio Straw Hatof Sun hat (L (58-59 cm) - Nature)

The Bailey Summer Hat is a stylish accessory perfect for sunny days. With a brim width of approximately 5.5 cm, it offers excellent sun protection, allowing you to enjoy the outdoors without worrying about harmful rays. The height of the crown, measuring around 11 cm, adds a touch of sophistication to your look. Made from 100% straw, this hat is lightweight and breathable, keeping you cool during the warmer months. Finished with a grosgrain band, it elevates your outfit while providing a secure fit.

What We Like
Stylish summer accessory
Excellent sun protection
Lightweight and breathable
Secure fit with grosgrain band
#TOP 10

Bailey 1922 Blackburns Straw Sun Hat

655722455746
silver
6 5/8-6 3/4
Bailey 1922 Blackburns Straw Sun Hat Cover
Bailey 1922 Blackburns Straw Hat1922 Sun hat Summer (S (54-55 cm) - Silver)

The Bailey Straw Hat is an exquisite choice for summer outings. With a brim width of approximately 7 cm, it provides ample shade, making it perfect for sunny days. The height of the crown, around 10 cm, ensures a comfortable fit while adding style. This hat serves multiple purposes; whether you're heading to the beach, gardening, or enjoying a casual day out, it enhances your look. The grosgrain band adds a touch of elegance, ensuring you stand out in any setting.

What We Like
Stylish design
Good sun protection
Comfortable fit
Versatile for various occasions
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 10 quality products. We collected and analyzed 4,056 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 £127.66.

The Bailey panama hats for men are available for purchase. The top 10 picks range in price from a low of £54.00 to a high of £206.00, find the one that fits your budget. The seller of top 1 product has received honest feedback from 86 consumers with an average rating of 4.7.

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.