While the GB36 is literally a step up -- much higher off the water -- I think you will find her easier to handle. We moved up from a Swan 57 sloop to Fintry, an ex-Royal Navy Fleet Tender, 79', 150 tons displacement and found she was actually easier to handle than the Swan.
A thought. We've done Boston to the Great Lakes both by way of the Erie Canal and by going around most of Nova Scotia and up the Saint Lawrence. Both are fun trips with lots of sights, but the former is 538 miles and the latter is a 1510 miles to get to the east end of Lake Ontario.
The story of the latter trip is at
Sweetwater -- Swan 57 sloop on which we circumnavigated 1995-98
Fintry -- x Royal Navy Fleet Tender -- owned 2003-2022, 20,000 miles including trans-Atlantic
Morning Light -- Webbers Cove 42 single screw trawler 2021- ?