In my town there are a few boat ramps and even two spots to get the boat on the beach without a ramp. Problem is they don't allow you to park your trailer anywhere.

The boat ramps do have parking, at $15 per, and you have to dodge everyone when trying to step the mast. Oh, and one has power lines stretching across the ramp 15 feet up. oops.

Pete found a free launch spot or two in Hickory Bay, but it's pretty shallow, and a ramp.

Sanibel causeway is pretty good spot - $8 to get over the bridge, but gets you gulf access, lots of space and pretty beaches... Not sure if they'd allow overnight stuff if we had a multi-day regatta there...