Beanie

The beanie may have started out as a surefire way to stay warm in the winter, but this timeless hat has become essential for any modern man’s wardrobe. It blends seamlessly into nearly any outfit, from the functional outdoorsman look to the city hipster, and can be used in fall, winter or spring to maximum effect. If you’re looking to get the most out of your beanie, consider neutral colors and an all-seasonal thinner material, or just invest in a few different kinds.

Bucket Hat

There’s no ‘90s throwback look more iconic than the bucket hat. Once used by fishermen to protect against the rain, the bucket hat became a staple of ‘90s street style and subcultures like skateboarders and fans of hip hop and other musical genres. Now is the perfect time for a bucket hat revival, so pull out your high tops and try out this cool look for yourself.

Baseball Cap

The baseball cap matches just about any outfit. Rep your favorite sports team, street artist, or American landmark, all the while adding a cool look to your casual, outdoor, or even clean-cut style. There are many types of ball caps and cap styles, but the classics are classics for a reason and nothing can replace a comfortable and cool baseball cap.

Trapper Hat

The trapper hat is another historical and functional piece that has become a fashionable statement piece for the handsome modern man. In this case, it preserved some of its functionality and is a must-have winter accessory for anyone in cold-weather climes. Tie the fur flaps down to keep your face and neck warm in cold winds, or bend them back for improved visibility and a more stylized look. For the trapper hat, embrace your outdoorsman, with flannels, boots, and all-weather vests.

Boater

Make a statement in summer wear with the classic boater look. The boater hat is more European coast than the Panama hat, but because this semi-formal accessory is crafted with stiff straw material, it’s excellent for hot weather and sun protection. They traditionally have a flat top and a wide, flat brim and can be used to make a casual outfit more formal or a formal outfit comfortable and beachy.