Lake Superior Circle a Bonneville? Can't be done.
Here's my trip report, there is a version of it in the Ride/Trip section of this site as well: http://edcallahan.com/TripReports/20...orCircle1.html
That trip report is light on the Wisconsin leg, but some stuff from that area is:
H-58 through Pictured Rocks is a great motorcycle road. The campgrounds on the lake will be full, but the ones inland a bit should be fine. The state forest campgrounds in the Michigan UP are excellent, cheap and there's a lot of the. The state park campgrounds suck.
If you go up to Copper Harbor make sure to rude up to Brockway Mountain. And the ride on 26 along the shore is great. Stop at the Jam Pot. There's some UP trip report on my site too that has pics, etc.
It's worth the side trip to Lake of the Clouds in Michigan in the Porcupine Wilderness. Then ride the South Boundary Road around back to Rt 2. Also worth stopping at mouth of the Presque Isle River to see the waterfalls while you're in there.
There is a nice county campground on the lake in Michigan at Little Girl's Point County Park.
I like the Black Cat Coffeehouse in Ashland. Not that it's that special, but if you want a stop in Ashland it's a nice one. Although, you should take a side trip to the Delta Diner instead. Or in addition to.
Ino Rd (Forest Service Rd 236) up the center of Bayfield Peninsula to Cornucopia is a nice ride. You'll be tempted to hug the shore, which is awesome too, but Ino Rd is made for motorcycles. Bayfield is the crowded touristy town, Cornucopia is the better stop with a great general store with all sorts of top notch food. I like to run up to the Little Sand Bay Ranger Station north of Cornucopia, and there is a nice campground there although it's a bit crowded. There's another campground that is more rustic up at Point Detour. I've not been there but a friend has and liked it. Pay the guy in cash, he'll smile bigger that way.
And as for the rest of the trip, it's in that trip report but:
Don't miss the cantilevered lookout on the West side of Sleeping Giant. And Silver Islet is worth a drive through.
Don't miss Ouimet Canyon or the windmills to the north up on the gravel roads.
The Agawa Bay petroglyphs are cool, worth the time. Agawa Bay campground is nice but there's a lot of people, Crescent Lake Campground down the road to the south a little bit is more rustic and less crowded.
The lake is cold. Bring warm cloths and a warm sleeping bag, in addition to your swim suit and sunscreen
There's just not that much for paved side-roads and coffee shops and diners up in Ontario. I guess my biased advice is to allot most of your exploring time to the US part of the trip.