A trolley has been tried repeatedly on 30A and every attempt either couldn't get off the ground or failed shortly after launch. Every one of the ones that had a running trolley died due to lack of use.
I think it would be awesome and enjoyed the last one immensely, but private just isn't going to work. The TDC is slowly building a transit network with the second stop being constructed just north of Gulf Place on 393. It will operate similar to the current one in Grayton. My hope is they will test a connector shuttle and if it takes off then they will slowly keep adding spokes and hubs.
There are only 2 ways to get licensed golf carts off 30A. Raise the speed limit to 36 mph or change state law.