Ok, I have some good news and some bad news for you.
The good news: I'm about 90% certain you don't have a ring problem. Rings are under heavy pressure and vacuum all the time. If it was a ring problem it would most likely smoke all the time and not just on startup.
Now for the bad news: That leaves two other real possibilities. #1. is a bad guide or more than one. #2. is the intake is warped and is sucking valley oil into the intake.
Either one of the above could cause one cylinder to foul. The best thing to do IMHO is to take it to a trusted mechanic and let him figure out what is going on.
As far as taking your trip. You can take it safely as long as you watch your oil level like a hawk. It will more than likely burn more oil under heavy load.