Easy next stop would be Destin. If weather is good, go outside into Gulf and head right for it from PSJ, only 60 or 70 nms. Bridge over channel into Bay is too low for many sailboats, 48 ft I think, but you'll be fine. ICW is a pretty ride, but a little twisty turny at places, commercial
traffic near Panama
City, etc, that might slow you down. Destin has everything.. sometimes a little crowded, traffic in summer is a struggle, but some of the best beaches on the coast. With good charts
you may want to just anchor in the Bay and dinghy and walk around. You should have specific ICW charts
for any of this inside work since there are occasional forks in the road that could throw you off or bridges that pop up, some swing, bascules etc. the farther west you go that you want to know about ahead of time.
Next stop via the ICW (fairly scenic at this point), would be Pensacola
. Can motor
up into the city proper which is a good hike up the Bay or there are a couple of marinas right near where the causeway crosses the ICW and you could prob tie up and walk to Pensacola
Beach form there.
If you continue on the ICW you'll end up on the back side of Orange Beach and Gulf Shores which I find to be a real gems. Clean, not too crowded, family
oriented, great beaches. There is a marina off the ICW called Bear Point listed in Orange Beach that I was happy with... good restaurant. From here we have to talk about how you're going to get around the Louisiana "birds foot" or across the Mississippi
. Be back, Pappy