I think I tossed that out a few years back with very little response.

Logistically, I think the Marco Island - Long Key jaunt would be the most difficult for ground crews as it's all undeveloped Everglades Park area.

Maybe a Tampa - Marco 500 (if it's that far) and then move the boats to the Keys for the T-500?

I think use the existing Everglades challenge to gauge interest from the catsailing community, and if there are enough out there sailing it, break it out into its own regatta..