Martin,
I make the run from here in Va Beach to Quincy Mass all the time in a 43' M/H sometimes with TOAD (64ft) and other times without.
In short yes you can run down I-95 but that would not be my first choice. Pay attention to the day of week and time of day if going that route.
Myself not sure where you are actually starting from nor finally ending up I'd run the Mass Pike, to 86 (thru Hartford) to 684, 287, Tappan Zee (the last three are all around NYC). If continuing south I add on the GSP to NJ Tpk. Yes the above has tolls but it is worth it.
Do not try to sneak over to the Merrit Pkwy in New Haven it has height restritions (read some overpasses are 8ft).
Jeff