That road race has some climbing to it (by florida standards) it will probably seperate the field a little bit. I would hust stay in the mid to front to stay out of the wind and to make sure you dont have to try to make up ground on folks getting spat out the back on any of the hills. Most 4/5 races I did when I was a 4/5 ended up together at the end. Maybe a couple people trying to get away but I not working b/c they are usually going solo and no one wants to burn their legs and get dropped (at least that's the fear).
The crit in Clearwater seems to have a nasty power climb in it that should do some damage. Check it out on mapmyride.com. Search clearwater crit (and St. Joe's RR too) to see the map and click the elevation tool on the right hand side and you'll see what I mean. I love power climbs! Good luck.