if you must

15 Non-Mortifying Hats You Can Wear to the Beach or on the Street

Photo: Ganni

It is much easier to find a bad hat than a good hat. It’s a category of retail where the decks are stacked precipitously against the consumer: For every handsome, elongated bucket, there are hundreds of unappealing bowler caps. For every classic floppy wide-brim, there are legions of cheap-looking Panamas. Tiny beanies that don’t cover the ears. Fiddlers. Newsboys.

In an effort to cull a comprehensive list of nice-looking, non-offensive, even — dare we say it — cool hats that you can wear as easily on city streets as you can at the beach, we dug through pages of felted fedoras, creamsicle-colored fisherman caps, and wool Kangols. Below are our favorite 15, most of which can be rolled up, stowed in a bag, and quickly whisked out when the sun starts beaming down.

A nice, not-too-explicitly-’90s-looking bucket.

Or a slightly more elongated version, from a classic French brand.

This one comes in a pretty, silky avocado green.

Sweet, stripy, and structured.

A startlingly expensive-looking cotton hat from Amazon, that two Strategist writers happen to own (and love).

If you’re thinking, “But maybe a Panama hat would look good on me” — ignore your instincts and go for this sleeker straw flat-top instead.

$48

A cool neon-green-and-black–checkered guy with a toggle tie.

A very cool orange wide brim from Marni.

Another structured take on the very popular bucket — this one is off-white, canvas, and folds down into almost nothing.

Photo: courtesy of the Retailer

A very British-looking waxed cotton hat by the new, very cool Spanish-based brand Maar.

A floppy, washable, very-oversize sun hat.

H&M Straw Hat
$14

Similar looking to — but much cheaper than — the very popular, very out-of-stock Crochet Bell Hat by Lauren Manoogian.

The Strategist is designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best women’s jeans, rolling luggage, pillows for side sleepers, ultra-flattering pants, and bath towels. We update links when possible, but note that deals can expire and all prices are subject to change.

Every editorial product is independently selected. If you buy something through our links, New York may earn an affiliate commission.

15 Non-Mortifying Hats to Wear to the Beach or on the Street