I love baseball, and I love baseball hats. While a fedora or an oversized floppy hat can feel glamorous, a baseball hat stays where it’s supposed to be, keeps the sun off your face and is as cute as it is sporty. Years ago, when I worked at a boutique in Philadelphia, we had a client named Judy. She came in every few days wearing her Tommy Bahama baseball hat with “Relax” embroidered across the top. I thought it was the cutest thing ever. I bought my own and wore it for years. They are perfect for long beach days, painfully long days at amusement parks, or rigorous hikes.
My husband and I are headed to Napa and Sonoma in a few weeks. We have a day set aside to bike ride around Sonoma, stopping at wineries along the way. (We may be strapping our bikes to the back of an Uber car to get home!) I was going to bring one of my favorite fedoras but had a vision of it flying off my head mid ride. That’s when I thought of a baseball hat. You can pull your hair into a pony tail, keep it off your face and be low maintenance all day long.
Baseball hats have been popping up on the trend radar for quite a while. You can find them in every form, from overpriced designer to leather, to beachy and casual. Below, a few of our favorites:
We pulled a few that can fit any style, budget or personality.
This is my choice. It’s simple, it’s casual and it goes with everything. It’s also under $20. Done.
This is what my best friend would wear. She’s a designer girl. If she was a race car driver, Gucci would be her sponsor. This is the same best friend that came to Disney with us and wore a Gucci back pack.
Neutral with a twist. I love the pattern. Also available in black.
MLB Baseball Hat, $39
It pains me to list any team other than the Phillies, but it’s hard to argue how perfect a lived in baseball hat can be. Bonus points for supporting your team.
A little metallic with a little texture and still a neutral.
This is a lovely option that looks like one of the more expensive options out there.
Don’t spend your money on a leather baseball hat. If you want to try out the look, go for the $16 version.