Congrats on buying!
I'm in the same situation you are as far as car use- my long term girlfriend rides the metro and I work at home. The smart has always been sufficient for all our local shopping and driving, and even for some longer trips, like up to central PA.
The Cherry Blossom drive last year was a lot of fun, nothing like 33 smarts to really turn heads. It looks like turnout should be good this year as well.