To trailer or not?
I can relate to your desire to have your boat in your backyard! Mine is a two hour drive from home, which isn''t a big deal in the summer when we''re going there overnight, but it''s a drag during the short days of the off season when I just want to go down and get some work done on her.
Regarding light air, I like Sabre, C&C, Ericson, and J/Boats for LIS. They''re all well-made fin-keel boats that do well in light air.
IMO, the biggest problem with light air in LIS isn''t the wind, but the big powerboats that think nothing of blasting by you with only a few boatlengths of seperation for no reason, when you''re ghosting along trying to keep airflow attached. Just something you have to get used to, I guess.