a gift subscription to Nat. Geographic ($15!! for a whole year!) He loves that mag and it's hard to find here for some reason.

Are there any mags he likes? Get a subscription.
What about a retrospective of one of his fave artists? Or a book about something he's into or done (like a book on a concert, event or period of time he's interested in/was part of).
A set of artists tools in the medium he uses? Artist supplies are expensive and I've found most artists hate buying that stuff for themselves. You could definitely get something nice for $40.

Good luck!

He's also into politics, so this year I set up a cafe press store and ordered a "campaign t-shirt" for my baby.
http://www.cafepress.com/celia4pres

I also got him a 3 mo. subscription to Netflix.

I often get him CDs or biographies of/about musicians he likes.

Celia's pics!

I got him an oversize mug (he loves coffee) in green (his favorite colour) that says "innocent bystander" LOL
I usually make my Dad a basket of jams, nutella, chocolates and other goodies like that (he lives alone), sometimes a family picture.

we've got to let love rule
~l. kravitz

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ceramics
wool scarf/hat
cd's

Being a nerd, which is to say going too far and caring too much about a subject, is the best way to make friends I know. ~ Sarah Vowell

I get him books, cool guitar music books, pics of the family...