More comfortable than you may think.
Skyguard,
I have had seven multi-day rides on my 2006 Wee-Strom. The first was in 2006, from Toronto to Vancouver via USA and back mainly through Canada.
Once, in 1965, I had ridden 440 miles in one day. I figured with a new motorcycle I could average 400 miles per day and complete YYZ-YVR in eight days. I crossed Yonge Street at noon on a Sunday, expecting to reach Chicago by Tuesday. I reckoned I would know what to do by then, either shove the horrible hunk of iron into Lake Michigan, ride on, park the bike and rent a car, rent a truck and lug the bike ... all sorts of plans came to mind.
Well, I did not reach Chicago by Tuesday. I did not reach Chicago by Monday. I passed Chicago late Sunday, and rode to the middle of Illinois before putting up my tent. 564 miles, starting at noon.
The next three days I also rode over 560 miles, and there I was in Coeur D'Alene Idaho, less than 1000 miles from my goal. I completed the ride in six days, and enjoyed every minute of it.
Sure, the seat is not wonderful, but a five-minute break after 60-100 miles is all I need to work out the numb butt and be ready for more. I admit that Calgary to Vancouver is a very long day, but if I can ride 1423 kilometers from St. John NB to Toronto in one day at the age of 65, you can manage that ride just fine.
Be courageous, but not foolhardy. Sometimes we are at the mercy of the weather, and have to hole up for a while. So long as you are prepared to take an extra day, and can put up with the boredom of the bus ride home, you will be OK.
Just think of the welcome you will get when you get home.
Keith