You're getting a lot of great advice from some really experienced people in here - I'll second what most have said and here is my 0.02 worth, having done some touring on a cruiser in days gone by (03 Volusia and 03 Nomad) and doing my fair share of touring since.
I would consider a windscreen a necessity. Don't underestimate how fatiguing the wind is. Along the same lines, I would also seriously consider wearing a full face. If it starts raining, even if it's not enough to put a rainsuit on, at 110 kph rain stings in the face.
Wear earplugs, even if you wear a full-face. Hearing damage is for realz.
Do a test run, as has been suggested, so you can get a feel for what 8 hours in the saddle feels like. Don't assume that because you've done 4 hours that you can extrapolate to 8 hours. Do yourself the favour and feel what it's like for yourself.
Don't worry about gas. You'll be fine. Fill up at a half tank if you're the conservative type.
Do not ride at dawn or dusk - animals are all over the place.
Consider going through the States - Montreal traffic is agony, the US is so much nicer, gas is cheaper and ditto with motels, and it takes about the same time.
Don't worry about planning your stops. Motels are easy to find.
My personal preference is to wake up earlier, get some miles underneath me and then stop for breakfast a bit later. By timing your stops to avoid mealtime rushes (ie breakfast at 10, lunch at 1, dinner when you stop) you can be more efficient with your time. The less time spending waiting for food or your bill, the better.
The very first time you think that you need to stop, pull over. I like to power nap for about 20 minutes around 2 pm - it recharges me. Getting drowsy on the bike is no joke, especially when it's really hot. If you find yourself wondering "should I pull over" - PULL OVER.
Keep hydrated. It helps with alertness.
Put everything you plan to take with you on your bed. Then take half of it. That's what you need. Avoid cotton - it ends up stinking. Performance gear or polyester is your friend. Go to SAIL or MEC and have a look at their travel gear. Any shirt that you can wear twice is worth its' weight in gold. Don't pack jeans - they're bulky and take forever to dry. I like those zip-off travel pants taht convert into shorts - it means I don't have to pack shorts. And remember, if you forget something, there's a Wal Mart (evil) around every corner. If you're going for 2 weeks, consider doing laundry at the halfway point. I've even mailed dirty laundry home when I had to. All I'm saying is don't spend too much time on the clothes you're bringing - if anything, you should obsess about the gear you're wearing on the bike.
Bring a swimsuit, just in case.
I won't tell you what to wear on the bike, but make sure you're comfortable, and can layer up and layer down to accommadate variation in temperatures. Out east you can't predict what weather you'll get, and you'll likely get 3 different kinds before lunch.
Take lots and lots of pictures. If you think you should stop to take a picture of the thing you just rode by, turn around. Trust me, you'll regret not stopping more than you'll regret the time it took.
Talk to people. Locals know everything. Avoid chain restaurants. Try the cheeseburger soup, regret it immediately, take a picture of it and tell the story of how awful it was later. Never drink and ride. Not even one. Not ever.
Know how to fix a flat. Bring a little portable air compressor you can attach to your battery and know how to use a rope and resin plug kit. Know how to get at your battery,
Stuff will go sideways. It always does. But keep perspective - that's where the stories come from. That's the adventure. That's what makes traveling by motorcycle different, and that's what makes us different.
The weather channel is your friend.
Wave at kids stuck in minivans. Laugh when their hot mom frowns. Laugh more when their henpecked father hunches his shoulders over the steering wheel and wishes he was you. Reverse the genders if appropriate. But always wave at kids.
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