Either way - they are about the same distance. North of Gardiners will give you the best sailing if the winds are SW and light. It is wide open and you will also have room to tack if needed - or just play around sailing. South of Gardiners you need to stay in a confined route
through shallower water
, so the sailing isn't as good. However, this is the more protected route if the weather
Gardiners bay is some of the best sailing you can have in New England
. Protected waters, very little current
, no lobster pots, wide open - just great sailing.
Are you going to bypass Coecles Harbor and Three Mile Harbor? I would have skipped Sag for those two.