In the absence of a forum calendar, I'm temporarily listing convention dates here.  There are some cons here that do not host awards, but have some other appealing aspect to them. Award ceremony conventions will be listed in bold:

ReaderCon
Boston, MA
July 5-8
Check this out.  It's a symposium. (Rico like)
http://readercon.org/

Campbell Conference
Lawrence, Kansas, USA
July 6-8, 2007
Campbell Award Banquet

North American Science Fiction Convention
St. Louis, MO, USA
August 2-5, 2008
Held whenever WorldCon is abroad

WorldCon
Yokohama, Japan
August 30 - September 3, 2007
Hugo Award Ceremony (Oh, man, I wish we could go!) 

World Fantasy Convention
Saratoga, NY, USA
November 1-4, 2007
WFA Award Ceremony (Rico attending?)

PhilCon
Philadelphia, PA, USA
November 19-18, 2007 (Rico attending)

Norwescon
Seattle, WA, USA
March 20-23, 2008
Phillip K. Dick Award Ceremony

Sci-Fi-London
London, UK
April 30 - May 4
Arthur C. Clarke Award Ceremony

Nebula Award Ceremony
Austin, TX, USA
April 25-27, 2008
This is not a convention

WesterCon
Las Vegas, NV, USA
July 3-6, 2008
Locus Awards Banquet

So, our first realistic shot to cover an awards ceremony seems to be WFA, starting Aug 30.  Perhaps I can attend there and come back with a blog report.  I will eagerly await CW's report from Celebration Europe and use that as a model.  Perhaps our first booth could be at PhilCon.  It's close to me, I'll have a relationship with the organizers by then, and there is no award given out so it'll be low pressure.

NorwestCon should have live coverage and all that.  I hope we're ready by then.  I can try to fly out there if we have the funds by then, and CW can join me by skype.  The live feed may go up and down, but we'll have the whole thing recorde for podcasts, and that will be higher quality.  I'm just blue-skying about March, but a man can dream, right?