I've gone outside many times, it can be a piece a cake, until the weather
Fire Island is possible but tricky, best to hang out and try ask for the current
best route in.
Moriches shouldn't be considered.
Shinnicock is also tricky the last time thru it was best to stay to the east side but that was years ago.
You can loop around Montauk point and pull into Lake Montauk.
But I really wouldn't go that way coming or going, just not worth the variables.
Take LIS it's 100 times better easier.