10 Best Sailing Hats In 2021

Designed by an avid sailor, the Airflo Tilley hat for sailing is hands down the best made and most practical sailing hat. Thanks to a tightly woven Supplex nylon material and a wide brim, it blocks 98% of harmful UVA/UVB radiation. It's also equipped with a dark under-brim that cuts out reflected glare.

For comfort while sailing under the hot sun, the slightly higher crown and mesh in the crown allow your head to vent. In high winds, the front and back cords work well at ensuring the sail hat stays put. Construction quality is also outstanding and one of the reasons why the Tilley Airflo is a consistently top rated hat for sailing.

When sailing with the relentless sun beating down on you, you need the kind of protection the Sunday Afternoons Adventure sail hat offers. The coverage provided by the 4inch down sloping front brim and 7.5inch back flap is unmatched by most other sailing hats.

This along with the UPF 50+ sun protection makes the Adventure the best hat for sailing when the sun is shining bright. It even has a dark under-brim to help shield your eyes from glare. As for comfort, the hat only weighs 3 ounces and has mesh side panels and a sweatband. Though the hat is extremely light, the brim is stiff and the chin strap ensures wind can’t blow it away.

For hot summer days on the boat, the Columbia Bora Bora Booney sailing hat is the ultimate sun-shield and moisture-wicker. Featuring a UPF 50 rated moisture-wicking fabric and a broad brim, it provides excellent protection from the blazing sun while keeping you cool and comfortable. 

Due to the mesh vents and moisture wicking sweatband, the Columbia Bora Bora sail hat is very breathable and ideal for summertime sailing. Since it's lightweight and crushable, it's very convenient to bring along. A budget-friendly price makes it an exceptional value for money.

Made of breathable cotton and equipped with mesh side vents, the REI Co-op Explorer vented sailing hat is the best hat for sailing in warm weather conditions. The 3inch wide brim provides ample shade for those hot days on the water, while the fabric provides UPF 50+ sun protection.

To keep you cool, it features a breathable cotton fabric, polyester mesh side vents, and a polyester sweatband. A unique thing about the Explorer is that you can snap one or both sides of the brim up. Finally, the adjustable chin strap comes handy in windy conditions.

The ICOLOR sailing cap is the ultimate boating cap for all sailing conditions. With the neck flap and face protector attached, it provides UPF 50 sun protection all around your face. You can also use the face mask and side flaps independently, or remove the flaps and use it as a regular cap.

Since the hat is lightweight and breathable, it’s comfortable to wear even in hot conditions. As for wind resistance, the snaps keep the flaps in place while the adjustable chin strap secures the cap. Even with the extra flaps, this boating caps still convenient to bring along as the entire hat folds up into a pocket-size package.

From dazzling sun to drizzling rain, the EINSKEY boonie sailing hat has got you covered whatever conditions you face on the water. Waterproof, breathable, and offering UPF 50 sun protection, it’s the perfect mens sun hat for sailing all day.

Mesh venting and an airy fabric at the top also make it one of the most breathable boating hats for men. While this is a one size fits all hat, a tension cord allows you to achieve a custom fit. Lastly, the chin strap guarantees you won’t lose the hat in a wind.

Well-made, comfortable, stylish, and offering UPF 50 sun protection, the Outdoor Research Oasis Sombrero sail hat is the best boating hat for women. The wide brim provides complete coverage from front to back ensuring even the nape of your neck benefits from the UPF 50 sun protection.

To ensure your sailing excursions are comfortable, the fabric this sombrero-style hat is made of is breathable and moisture wicking. When the wind picks up, the brim is firm and the chin strap ensures the hat doesn't fly away. 

The Outdoor Research Sombriolet sailing hat offers top-notch comfort. Since it only weighs 3.8 ounces and provides superior breathability, it's so comfortable that you won't even notice it’s on. Despite this, it offers UPF 50+ and boasts an extra wide brim that shades even the back of your neck.

The Sombriolet hat features a moisture wicking headband, side vents and breathable panels to keep your head cool and dry all day. When gusts of wind blow, piping along the brim edge and draw cord ensure the hat doesn't get blown off.

The Sunday Afternoons fedora sailing hat allows you to sail in style while still being protected from the skin-aging and cancer-inducing rays of the sun. The wide fedora brim shields your head and face from the harsh rays while the paper/polyester fabric blocks at least 98% of UVB and UVA rays.

Even though it isn’t a cruiser hat, you won’t be sacrificing sun protection by opting for this stylish sailing hat. Since it’s breathable and has a sweat band, it’s also very comfortable to wear. An internal band allows you to adjust the fit so the hat is comfortable yet secure in the wind.

The extra-long neck flap and extra-wide brim make the Tirrinia sailing hat the ultimate men’s sun hat for sailing in the summer when the sun is relentless on the back of your neck and a sailing cap won’t suffice. Besides the exceptional coverage, it’s made of a windproof micro-fiber fabric that offers UPF 50 UV protection. 

Additionally, mesh panels and a sweat absorbing band provide excellent ventilation and cool comfort. An adjustable chin cord ensures the hat stays on your head when the wind is gusty. Another great thing about it is its portability. Unlike boating caps, the brim is foldable and the hat rolls up into a pocket-size package.