1. One word: Tilley. They are a bit expensive, but their warranty is awesome & unless you go to the Outback frequently, you probably won’t need it due to their exceptional build quality.

   1. They are pricey indeed… but there is a couple of models there that look just right. And leave it to the wife to find one for her right off the bat.

2. Linoge and I seem to be of a mind…I think you could do justice to an Aussie Boonie hat. But…Miami? You also want ventilation!

   http://www.robertsshoestore.com/minnhats/Foldupoutback.jpg

3. With Phssthpok on this one. There’s a lot to be said about an all-around brim, keeps the sun off your ears and the back of your neck and out of your eyes, all at the same time. I see a lot of similar styles at Cabelas/bAss Pro, with the top third being a tight mesh, to allow yer noggin to breathe a bit. I have two or three that I wear for various functions.

4. I’m in Tampa Bay, so we’re not quite as warm as Miami. I prefer a boonie for two reasons – (1) the wide brin keeps sun away from my ears, neck and shiny scalp; and (2) if it gets REALLY hot I can soak the hat down before putting it on, which really helps cool me off.

5. I have the Henschel version of the Breezer hat sold by Sportsman’s Guide, and love it. I wear it almost year-round here in NC, save in the very coldest months of winter. As a bonus, you can customise the leather chin strap with beads of various types around the brim.

6. I recommend a Panama or boater, depending on which better suits your clothing. Light color, wide brim, excellent for your climate.

7. All the freaked-out rich-ass REI camper-hippies at Google wear those big floppy hats with ventilation and Foreign-Legion draping neck-guard and generally cover themselves like the Amish or the Arabs. What’s a Male doing wearing a chador? Not-a-male I guess.
   You might try a straw pork-pie to avoid looking like a cowboy – but in your climate I’d avoid leather. I’d go for a real Panama hat.

8. Is there something wrong with looking like a B Movie ’40s gangster? 🙂

   1. I’ll be the evil fat guy that gets killed in the first 15 minutes of the movie 🙂

9. I’ll thrown in my support for Tilley. Lu and I both have one and we LOVE them. I yake mine everywhere. They are pricey but considering you’ll probably never have to buy another it’s a bargain.

10. Jayne Cobb

    1. I used to own one like that many parsecs ago……Not quite for Miami
       

       1. Excellent. I own one but can’t find it.

11. For the mature man, try Huskey Hat in Wichita Falls, Texas. Definitely Not cheap – but the ones I bought in the 1970’s still look new. Of course, the Stetson I bought in ’48 does not look new any more, but it keeps the rain off. And I could still fill my pickup truck’s radiator or water the dog with it in a pinch.

    Stranger

12. Panama. Classy and functional.

13. I say go with a musketeer hat, but that’s just me.

14. I am having the same problem. No problem during evenings or weekends, I can wear anything on my head. It is at work where I need something to go with dress pants, shirts and ties. I’m thinking the gangster look might work……

15. Have you seen my Commie Obama hat? http://commieobama.com

16. I’ve had a Tilley for for years and worn it everyday in the non-winter months. Rain, wind, sun, it’s shrugged them all off. Just bought a ultrafino straw fedora for the times I want to look more like a 40’s gangster movie extra, though.

17. For such a warm humid climate, only a pith helmet can do the job!

18. I’ve got a couple of nicer hats, but have been looking for another straw fedora, came across this one:

    http://www.villagehatshop.com/bailey-elliot-fedora.html

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