It's all outside once you get South of southern tip of Sanibel Island, northern end of Ft Myers Beach.
(for all practical consideration, ICW turns east into Caloosahatchee River there at green 101).
Near shore, but stay in channel after you pass under Sanibel Causeway.
Nice little cruise when it's not too windy -
Can go outside at Boca Grande and head south - well marked channel.
Have to go out quite a ways to avoid some extended shoals - go to end of channel before turning.
Redfish Pass is easy, also well marked - dozens of fishermen head out there every day.
Not a good time now, hopefully will improve, but winds poorly predicted last week.
Was up there (Redfish and Boca Grande) all last week -- 18-20kt winds sustained, higher gusts
Not consistently comfortable, as you might like.
Hope this helps,