Actually just decided on this today. I have a kid on the way due in January, so my ability to do solo trips for a while will be ending. I had a trip to Laos planned in February, but had to cancel for obvious reasons. So, I'm going to fly to Philly and then road trip in the Northeast, Quebec, and the Maritimes. I work remotely, so I'm going to drive longer days on the weekends and then make smaller trips during the week when I'm done with work.
Loose plan right now:
Day 1 (Saturday)
From Philly airport, drive down to Wilmington to clinch I-495 and I-95 in Delaware.
Take I-95 back North all the way to New Haven, then I-91 all the way up to Quebec.
PQ55 North to Drummondville and spend the night.
Day 2 (Sunday)
PQ20 North to Riviere du Loup, then PQ85 into New Brunswick
TCH2 across New Brunswick
TCH104 then NS102 down to Halifax and spend the night
Day 3 (Monday)
NS101, NS103, and NS3 combination (depending on how much time I have) to Lunenburg
Day 4 (Tuesday)
NS103, TCH104, TCH105, and Cabot Trail to Ingonish
Day 5 (Wednesday)
Cabot Trail, TCH104, TCH106 and then the ferry over to PEI. TCH1 to Charlottetown
Day 6 (Thursday)
TCH1, Confederation Bridge, TCH16, NB95, and I-95 to Bangor
Day 7 (Friday)
I-95 and other interstates down to Portland
Day 8 (Saturday)
I-95, NH101, I-93 to its northern end, U-Turn, I-293, I-93, I-95, I-295 Providence, I-95 to I-195 to finish clinching Rhode Island interstates, and then somehow back to Philly. Not fully planned out how I want to go since I have most of the rest of the direct way clinched already.
I know that it's a lot of interstate driving which isn't the most exciting, but I haven't been in New England (other than a quick overnight in Boston) since I was 21, and wanted to knock out more of those highways.
If all goes well, I'll visit three new provinces (NB, PEI, and NS), clinch I-91, I-93, I-95 and then completely clinch all interstates in Vermont, New Hampshire, Maine, Rhode Island, and Delaware. I'll also get to drive one of my bucket list roads (Cabot Trail) during peak colors.
Any suggestions always appreciated.
Chris