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I'm on the quest for a perfect travel hat. My requirements, in order of priority:

  1. Sun protection. I'm balding. Sun screen is messy.
  2. Should not have an overly stiff brim that gets in the way taking portrait-orientation photographs.
  3. It should travel well.
  4. It shouldn't make me look like a doofus. I know "doofus" isn't a very precise term. And what looks good in one region may look doofusy(?) in another.

In the past I have tried:

  • Baseball cap. Fails #2 and #4. And isn't great for #1, since the brim only keeps sun out of my eyes, and not off my neck/shoulders.

  • A "fishing" hat. Works for #1-3, but fails #4. I don't feel self-conscious wearing this hat when I'm traveling the U.S. in a T-shirt and shorts, but in other parts of the world I prefer to dress a little nicer (long pants, button-down travel shirt), and then the hat looks really out of place.

Fishing Hat

Some research came upon the concept of a foldable panama hat, which really appealed to me because it's classy, but also casual enough to wear when I'm not at a formal event or whatever. The foldability makes it ideal for travel, where I don't want to wear a hat all the time (in a bus, on a plane, etc).

Panama Hat Rolled Panama Hat

However, advice from Brent Black at The Panama Hat Company is not to fold/roll your panama hat:

...you can’t realistically expect any natural straw hat to look as nice after it’s been rolled as before.

People often compare fine Montecristi Panama hats with linen. Okay, let’s suppose you pick up your linen suit from the cleaners. You take your crisply pressed suit home, roll it up, and pack it in a suitcase. You jet off to your private island. You unpack. You and I both know that suit isn’t going to look like it did before it went into the suitcase. Same with a hat. And as with the suit, a little steam directed at the rumpled parts should spruce it up. (source)

So I'm left trying to find the perfect balance between portability, and fashion.

What should I look for in a hat that will travel well?

Or am I better off getting a nice hat, and just making sure I never crush it? Is this even practical when traveling light? (I will not be carrying a hatbox with me!)

Or perhaps the foldable Panama hat really is a good solution, and I should just accept that after rolling it a while, it just won't look as good--but will still probably look way better than a baseball cap or fishing hat.

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travel is always a compromise. The hat company of course talks about their own products, not those of others. The foldables you link to seem to be made from stiffened cloth, not straw. They are shaped like a Panama, but made from different materials. –  jwenting Jun 4 '12 at 5:36
    
@jwenting: There are four "foldable" hats at that link. All made from "straw" (that is, plant fibers from the Carludovica palmata plant), and all made from cloth. Cloth and straw are not exclusive terms. I'm not sure what makes you think they are "shaped like a Panama, but made from different materials." That contradicts the information on that page... do you have additional information? –  Flimzy Jun 4 '12 at 15:18
    
Concerning #1: You can rotate a baseball cap, which works quite well from my experience. Of course, rotating in an odd direction violates #4. –  feklee Apr 26 '13 at 14:06
    
Wear the hat at all times. Then it never needs to be folded. Simples! –  TRiG Apr 26 '13 at 19:02

1 Answer 1

up vote 7 down vote accepted

If price is no object, then you really need to look at Tilley Hats.

They are basically an institution amongst those that own them, and have definitely been designed with at least most of your criteria in mind.

I don't own one, and am not enough of a hat person to be able to bring myself to spend ~US$80 on one, but having met people who have owned them I can definitely see the fascination with them - especially when it comes to travel. Google will find you countless reviews, and you'll have to look hard for one that isn't favorable.

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Well, the cheapest panama hat I linked above is $275... $80 is downright cheap in comparison :) I'm willing to invest in this, if I'm convinced it will be a high-quality, long-lasting investment. –  Flimzy May 31 '12 at 22:33
    
I selected a Tilley LTM8 hat and a Panama hat to wear in more formal settings. –  Flimzy Sep 13 '12 at 23:03

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