Simplicity Boats
Links to some folks who helped with information & or inspiration.
I know I left many out, but more to come:

Gavin Atkin's Free Boat Design Resources:
It was through Gav's site I found Herb's plans, he also moderates a great amateur boat design list. http://home.clara.net/gmatkin/design.htm

I'm now building Dave Carnell's "$200 Sailboat" a rework of Bolger's Featherwind. Interesting site. http://home.att.net/~DaveCarnell/

Bill Young's site - Check out his lapstrake canoe. He uses a ShopBot.
He also has run a high school boat building project for several years.
http://www.seasidesmallcraft.com/    Check it out.

Great Encouragement to boatwrights! http://www.iws.net/wier/bbfile1.html

Craig O'Donnel's Cheap Pages: bamboo, Bolger boats and much more.
http://www.friend.ly.net/user-homepages/d/dadadata/boats.html

Jim Machilak's essays: An great resource for amateur designers. And some nice boat plans as well. Send for his catalog!
http://www.apci.net/~michalak/

John's Nautical and Boat building page: 
http://www.cyber-dyne.com/~jkohnen/nautical.html
He also has the The Mother of all Maritime Links! It's searchable!

Messing About In Boats - my all time favorite boating mag - twice monthly - get it http://www.mims.com/maib/

Duckworks Magazine! Chuck's put together a great index of plans and articles that can get you out of your chair and into the garage!
http://www.hilconet.com/~dworksmg/index.shtml

Some interesting design software:

Blue Peter Marine (Hullform hull design software, including public domain obsolete version)

Carene40 and Carene50 (Hull fairing and sheet expansion programs from Robert Lainé, free evaluation copies)

Hull design shareware:(at the bottom of the page, let it load)
http://www.carlsondesign.com/

Gavin's Hull's tutorial: http://www.carlsondesign.com/

Sail making info:
Robert Laine's amazing sail and boat design software! http://users.bart.nl/~jmlaine/sailcut/

A Tyvek sail - the  paper houses are wrapped in and shipping bags are made from. http://www.cyber-dyne.com/~jkohnen/Tyvek/index.html

Polysail - they sell kits for making white poly tarp sails - good tutorial too! http://members.aol.com/polysail/