Freaky - well, there's not really too many options as far as wheeling to be honest. Big Cypress is just down I75 from Naples and you can drive on some trails there, but I believe there is a $50 permit required for most of the "off road" type of trails and the last time I looked into it there were some serious restrictions on tire width. The other option which is also not that great is Corbett, but that would be quite a drive from Naples. We don't have any elevation changes down here, mostly just dirt trails with some mud holes thrown in. One thing that might be fun is to go and canoe in the everglades. You can do an overnite stay on a raised platform in the water called a chickee. I don't know of any trails over in Naples, perhaps someone else on the board knows.
88 4Runner, 33" Buckshot Mudders, FROR front bumper, Warn 9k.