Maine, and getting there

[KStepman]

I plan to cruise up the US coast this Spring to Maine waters for the Winter. This will be my first time. I am seeking advice on where to go be in Maine? On a limited budget...Anchor, Mooring Ball, or Marina? Cost? Where? If anchoring, what ground tackle is best in Maine? My boat is a Hunter 36 with shoal keel.

I am familiar with cruising coatal from Florida to the Chesapeake Bay. I am looking for recommendations on routes from Cape Charles, or Cape May up to Maine waters. When is it best to arrive?