Doug
The EC is best done on a very low draft boat, preferably flat hull. The filters will limit your width to 9 ft; the first filter will force you to step your mast due to about 5 ft clearance, the second filter will force you to row, paddle or yuloh for about 2 miles as well to avoid big oyster banks and thread your boat into cannals surrounded by mudpits that will swallow you above the knees if you jump out. The third filter is a maze of mangrove islands where small cannals let you in and out but any wrong move willhave you stuck in the mud.
Overall is 300 miles - for most of the races there is plenty of winds (Except this year) thanks to a series of cold fronts. It should take about 5 days to do it if your boat survives all the above and some nasty steep chop in the waves as well as some interesting approaches to the coast line
The "perfect" boat so far is a tornado equiped by local olympic sailors who knows the are very well and do not mind staying awake for 3 days