Brian, I'm going to just list some boards to get you started. If you want more information, feel free to reply and I can address your questions. Before I get to that, I want ot say that I'm happy to hear that you will be going to those regattas. I will be there too (my brother, Arden, is president of MOWIND). Regattas are a great place to learn and pickup gear - the MOWIND regattas have an A fleet, a sport fleet, and a workshop fleet specificall for beginners. The first race of the year is May 2, 3 in Fond du Lac, WI. There is a windsurf shop, Windpower Windsurfing, right at the race site. Kevin Gratton owns the shop and has been teaching windsurfing since the '80s - and he is still racing.
www.mowind.org/wp/
Onto the boards - I am 220 lbs and recommend a board 250L or more.
Mistral Equipe II or Mistral Superlight II 258L - I have an Equipe II that I am not using anymore if you are interested in it (these are no longer made)
Fanatic Megacat (most of the ones you will find are 250L but some versions are 270L or more. I forget if my brother has a 250L Megacat that he woudl sell) - these are also no longer made
Kona - only 220L but a wider style so the lower volume isn't as noticeable
Starboard Phantom (several versions) - most expensive of the bunch
Sails / Rig - too much to go into. I recommend buying used at a regatta/swap/well known local sailors. Shops are great too cause you can actually pick whatyou want instead of what other guys happen to have for sale.
Adam