Re: where to start in "upstate" ny?
NYC Sailing Hudson River Community Sailing
Hudson River Sailing - NYC Boating - Sailing the Hudson | Offshore Sailing School
You can learn to sail on about any sailboat. Learing some of the finer points of anchoring, docking, cruising, maintenance, etc. you get a jump start with a boat nearer what you want to own (if you decide to own).
Ever get over to the Ithaca, NY area?
Charlie P. P31-2 #80 CATNAP
To travel hopefully is a better thing than to arrive - R.L. Stevenson
I suspect that, if you should go to the end of the world, you would find somebody there going farther . . . - H.D. Thoreau