PeterSailor ... what where the two options you mention ?
The two designs are: Mason 33 and the tom thumb 305.
My favorite one is the mason 33 which has a low free board, small beam and a reasonable draft ( around 5 ft I think ). I only saw two of these on the internet so the chances that I can find one for sale in 1 or 2 year are pretty thin...
The other one is a Bruce Robert tom thumb 305, IMHO the tom thumb look far better then the other full keeler designed by Bruce, but they are still quite beamy(11') for their length(30'4'')... That combined with the shoal draft(4'6'') is just IMHO not good at all to crawl off a lee shore in a blow with a nasty chop...
I was curious to find a few picture of that boat but couldn't, I only saw a small plan on the Bruce Robert web site.
After a few days searching all over the web, I think that I will stick with the glass sailboat because I can't find any steel sailboat with my critaria....and there is way more boat to chose from in fiber glass.
Here is the link to one of the two mason 33 that I found.
1968 Mason Mason 33 steel sailboat for sale in New York