Skinny goes Touring. Bike and gear.

This sounds like a totally awesome and ill-advised adventure.
You should almost certainly just stay at home until Spring, but if you insist on being a toughy nutter, here's My 2p:

Get panniers.
Use rubble sacks inside the panniers to keep everything dry.
Leave enough room in your panniers to allow for food shopping.
Take cable ties: almost everything can be fixed with cable ties!
Make sure your tent has a side bit where you can keep your wet shit / muddy bags separate from your bedding.
Always keep a set of fastidiously dry sleeping only clothes.
Use flat pedals so you can wear normal shoes.
Don't scrimp on tools.
Marathon.
Bottle opener.

Cycling tour I - YouTube

And make sure your sandwiches don't get squashed.

Fixed.