You raised some good examples...Note the differences though..
the Bermuda races are run by two of the biggest Yacht Clubs in the country. They have several paid staff and infrastructure to make these events happen. So, while these might not be commercial events... I would say their race management and conduct is professional. These are not examples of dedicated volunteers running an event on a two year cycle... year after year.
I believe the major cat distance races (Tybee, Worrel, Hogsbreath/Reefrunner? and the Great Texas race are labors of love by no more then a handful of volunteers.
I think your point about the Van Isle
Definitely need a supportive title sponsor, which is probably the hardest thing to find (it was for the Van Isle).
The sponsorship pays for the people who make the event happen and these people can sustain the drive over a two year cycle.
Its a tough road... even if the AC activity stirs up a buzz... You still need a plan for the sponsor. I wonder if the AC cup organization could get talked into supporting distance cat racing.... hmmm