I don't think the age of a bike would bother me as much as the comfort... but it all depends. I took a trip circa 1990 on a 74... I started by heading east.. I got to Peterboro.. and decided to rest and take in the scenery.. so that was about a 2hr trip... next day i made it to Lake Dore, next day to Ottawa.. next day to Whiteface Mtn... and so on... I only traveled about 2hrs ea day., then stopped to visit...
I don't fit on CB350 very well any more.. I am "bigger" ... and it isn't as comfortable to ride long distance.... so assuming you are young, fit the bike, don't have any worries,,,, then you are on a pretty reliable bike, and I would say... be like Forest Gump... just keep going!
Once you get to Vermont.. Head south to Blue Ridge Parkway.. Tail of the Dragon... see you in Daytona for Bike week.. then back home by the coast ... Myrtle Beach, Hatteras, Washington,, Boston, Maine, Nova Scotia, PEI , NewBrunswick, PQ,. and back to Ontario...
I bet you could do that in 2 weeks!