Joe, you don't mention your friend's boat's
draft or
LOA. Assuming they are not extreme, were I your buddy I would zero in on the Indian River area of FL's east coast. There are a large variety of
marinas in that region (from FL's Space Center and nearby Titusville on south...), he can alternate between many free
anchorages (in part behind the causeway structures, allowing one to shift to the N or S side of the causeway for protection) and using the nearby
marinas in towns with bus
service. This area is populated each Fall/Winter with snow birds from up north and finnding transient berthing (which is what he would be looking for, not indefinite
liveaboard berthing) should be no problem for him.
You might mention to him that he'll find 50+ cruising yachts anchored off Melbourne's Eau Gallie Causeway for the annual SSCA Gam this coming weekend; a good way to
network with folks he'll later be meeting in the islands and a great event, too.
Jack