Popular hats these days - short brimmed fedoras. Come in many materials, colours and styles. I picked up a pale straw-coloured one made out of what looks like grass fibre (it's really paper). Got it at a clothing merchant in Kensington Market, in Toronto for $15. Others I saw ranged from $10 to $50, depending on material and lining. felt is more expensive, usually $20-$25. I wanted cloth hat in plaid but Susan said absolutely not. I thought plaid went well with ukuleles. She didn't think plaid went well with anything but old used car salesmen.
There was a similar one to the hat I bought in a hat shop on Queen St West. It had someone's signature on it - didn't recognize the name, some musician, but it was the highest at $50. It was a sweet hat, nicely made with good quality lining, but I didn't want a hat with someone else's writing on it, so I got the $15 Chinese-made clone. Not really good quality but very jazzy. I see myself playing a stand-up bass when I wear it... hip in the beatnik manner. Well, I was around at the end of the beatnik era, so maybe I'm searching for my lost youth.
I actually was looking for a good beret, Che-style, sans red star, of course. Didn't find one, so I started looking at the other wares. The other hat I liked in the stores was a "pork pie" hat a la Charlie Mingus. I would have bought one of those but my wife thought I was too old and too white to wear it without l without looking dorky.
PS. Aldrine in the video says he got his hat after watching Crossroads - a fun, if historically askew, movie. But the hats are very different. The kid wears a wide-brimmed fedora a la Indiana Jones or the famous Tilley hats.