Use local woods, and for a small daysailer I'd try to find lighter woods that hold fastenings well. Live oak would be heavier and tougher to work than white or red oak, but there may be some available somewhere, somehow from blowdowns with all the storms you've had in recent years (Mystic Seaport Shipyard has been getting some from the South).
Robb White of Thomasville GA used local woods with great success. Others know more about the woods he used (tulip? poplar?) If you can find older cypress (still somewhat resinous with many rings) from older buildings' flooring it can make excellent boat building material.
“So we beat on, boats against the current, borne back ceaselessly into the past.”