I'm off to Greece on Monday for a two week sailing holiday and I'm starting to think some sort of hat might be a good idea for shade. Any suggestions? Straw trilby? Linen-cotton flat cap? Panama? I've always been told I pull off hats better than most, but I still feel like I look ridiculous in one ;)
I reckon a straw trilby would work with your style. Think All Saints have reduced theirs - could be a good shout for something a bit better quality with a clean silhouette. They can look very bad if done wrong! If you're on a boat in the middle of the ocean I don't suppose that matters though!
The AllSaints one looks good, will have to pop into town tomorrow and see how it looks on, I agree they can easily look terrible!
I used to love straw Trilbys but I've gone off them for some reason. I think if you're not on holiday they can look very contrived.
Then again, on holiday they do have a practical purpose, and they're definately one of the more stylish ways to keep the sun of your neck.
Yeah, I probably wouldn't wear it all that much other than holidays & going to the beach! Although I could also wear it to Latitude festival if I really want to look the part...
If it's primarily for shade, a straw panama would probably be better than a trilby. It's a hard hat (no pun intended) to integrate in a variety of looks, though. You'll easily find yourself in the "plantation owner" look when wearing one.
Trilby's are easier to work with.
I too find hats hard to pull off, though I'd love to have one during summer.
Five or six years ago I never wore a summer hat at all. Then I got a straw/paper trilby and have never looked back.
I was a bit concerned that I might look like a right eejit - but I got nothing but compliments. I now own a couple, including a proper panama.
So definitely do buy one and give it a go.
My main advice would be to get one that is:
1) not too expensive: you are taking it on holiday, where it will be crushed, sat on and get wet, in all likelihood, and maybe get lost - best not to invest too heavily:
2) has a sufficient brim to actually shade your eyes: some straw trilby's have such a minimal brim that they would never keep the sun out of your eyes - it doesn't need much but some brim is required;
3) avoid straw cowboy hats and sombreros: just because some brim is required there's no need to abandon style completely;
4) get one with a loose enough weave that air can get through: I bought a hat in Portugal a couple of years ago which was fine except that they'd lined the straw weave, meaning no air could get through and cool my head;
5) never forget how good Sean Connery looked wearing a straw hat in Goldfinger or Thunderball.