Florida Jeepers Offroad Association (FloridaJeepers.net) is a good non-club resource for rides, as well as parts, tech support, general online hangout for Jeepers. The majority of rides planned planned out of the Richloam Wildlife Management Area which is North of Tampa about 30-40 miles.
There are a lot of FJOA people that come up there from Tampa/St. Pete area so it wouldn't be hard to find someone to tag along with.
iirc, it's hunting season in Richloam so most Jeepers leave things be between seasons.
Here's the link to Richloam Hunting Guide which gives the seasons, rules, and has a map http://www.myfwc.com/docs/Brochures/10-11_Richloam.pdf