When Who and Why are What's Important, Not Where
Welcome aboard the RoadTrip America Forums!
This is a decision that only you and your friends can make, but I suspect that the 'where' doesn't really matter. This is a chance for you all to get back together, compare notes on how your lives are going and just talk and share another round of good times. You should all get together and first agree on what you expect to get out of your trip and only then decide on a place to go. With your timeframe, almost anywhere east of the Mississippi would work. But at the distant end of that, places like New Orleans would probably require that you be spending too much of your time in the car for some of your group. The upside is that if you can make the trip about the traveling and content yourself with two or three smaller venues each day, such a trip would let you see a good bit of the country. Closer destinations with lots to do would include the Outer Banks of North Carolina, the Great Smoky Mountains of Tennessee/North Carolina, locations with a distinctly foreign flavor such as Montréal or Québec, or New England. As a former New Englander myself I think you all would enjoy it, particularly since Spring is perhaps its least hectic tourist season and plenty of its best attractions would be close to deserted. But ultimately, this is your choice to make.
AZBuck