If you are headed east from NY. I would highly recommend flying the South Coast of Long Island, maybe land in Mauntauk or Block Island. Continue east along the coast and stop off at Katama airfield in Martha’s Vineyard. Hit Chatham and Provincetown on Cape Cod. Circle back and camp at Goodspeed Airport in Ct.
The water that time of year is a very clear emerald. Spectacular trip and route.
Plenty of places for food along the way. You will be happy you made the trip.
Check out the RAF organization for camping options in route.