I've had quite a bit of experience with Captain Jacks Pirate Hats. At the moment I have three styles of hats from the MacKay: an oil/wax treated Long John Silver, an oil/wax treated Barbossa, and the scallywag limited (which I have moded a bit by cutting a horseshoe shaped hole from the tip and curling out the edges slightly to produce a worn looking barber's bowl style hat.) When you order your hat you are looking at around a two month wait, but I have never been disappointed with any of his work. I am very fond of all my hats from the MacKay and will probably get more in the future. As far as price goes that totally depends on what line of hats you order from and what treatment you desire, my scallywag limited is untreated which makes for a more comfortable hat right out of the box, but my other two with the oil/wax treatment have stood up to a lot of punishment and weather that I wouldn't try to put my scallywag limited through.
You also might consider these folks for you hat needs:
http://www.centerstagecostumes.com/Catalog...g/FrameCAT3.htm
I've never gotten a hat from them, but the other products I have ordered have been great, and their service is fantastic.