I'm not a kayaker but spent many days out in Casco Bay in a former life. Used to go out a lot in an 21' wooden power boat. The passage between Great Chebeague Island and Long Island can be very dangerous especially at tide change out. The natural harbor at the north end of Jewell is known as "The Punch Bowl". Boaters used to raft overnight there and it could get a bit rowdy. If it isn't a mirror flat day, the waters out that way can get very rough. Don't know who owns Lanes Island off of Fogg's Point in Freeport N43 47.167 W70 7.730 but have had great picnics there. Someone might contact LL Bean and see if they would allow kayaks to be put in at their kayak center up on Flying Point in Freeport and park overnight. http://www.llbean.com/outdoorsOnline...ing/index.html
TwoMaineiacs / Anne and Joe