I live in Nassau county and have been down the Rally for the last 7 years....trip down 95 sucks. If you can make your way to 220 in Pa. and head South.....much nicer ride.
this year we are trying a new route...we leave on Thursday morning Rain or Shine....from the Cross Island Pkwy....we are heading to Cape May NJ taking the Ferry to Ocean City Md. to spend the night....take off Friday morning to do the 400+ miles to Rockingham...
the way back.....is the Blue Ridge all day Sunday....need to stop at Dusk (******* deer everywhere....they line up on the side of the road.....so we learned quickly after a potential ugly accident to stop at dusk on the Blue Ridge) spend the night on the Blue Ridge at a Motel....and then Boogie on back to NY on Monday.
as for riding solo.....my first trip to the Smokeout was solo......just as fun....good ride and when you get there everyone is friendly and cool.
hope your trip goes well....and if your near the Long Island area let me know.