Safety is the same whether you make a five or five hundred mile trip, and you can
Google that pretty easily.
The trip to Madisonville (not Mandeville) involves getting through the causeway, and it is not a demand opening, so have a look at that. But Madisonville is a very fun weekend trip from NOLA.
Going to the Sound involves going through a few bridges: the Hwy 90/railroad bridge open together. The Rigolets can have some strong
current. And the last bridge, the CSX Rigolets bridge, may be either open or slow to do so, so you might want to either be able to
anchor quickly or be able to hold yourself in
current.
Once through the CSX Rigolets, you can go west into the
ICW and there is anchorage at Rabbit Island. Or
head east towards BSL.
Go to ActiveCaptain where there is a lot of info about the general area, and study your
charts.
The MS barrier islands are quite nice, too…