I know this is unlikely to happen here, but what about a 3 mile loop from the courthouse at Pearl/Duval down to Water then Bay by the Hyatt, to A. Philip Randolph and back up Duval? I think this would be a solid circuit that could really connect the core of the city with the Elbow and Stadium districts, new Intuition location, Shipyards and Hemming Park. There would be multiple tie-ins to the existing Skyway and would go right by the major (and potentially future) hotels, Convention center (via Skyway), business high-rises and provide for feeder parking on the outskirts.
I can't quite figure out how to post an image here or I would...