I sail through Jewfish creek 2 or 3 times a year and
anchor south of Gilbert's, west of the
ICW. There are usually one or two boats anchored under the Highway 1 bridge (must be noisy, not sure anyone actually lives aboard). There are always a number of boats in the Anchorage Resort
mooring field south of the bridge including some Irma wrecks up in the mangroves, I've never seen anyone aboard there. There is a small marina at Gilbert's as well. For years prior to Irma a sailboat was anchored just south of Gilbert's west of the (ICW) red mark, never saw anyone aboard,
boat disappeared after Irma. Gilbert's seawall was still being repaired last time I was there, but should be open by now. Anchorage Resort also has
dock and slips. I've never spent more than a few days anchored there, but never encountered any "authorities." It is easy to
dinghy in to Gilbert's or the Anchorage and Uber over to the Winn Dixie on
Key Largo, etc. It is also possible to anchor most anywhere in Blackwater Sound.