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I would not do a 500 mile trip until I have done at least 2 two day trips. You got a couple weekends. Do some out and back trips. I'd start with 50 miles. Then you can gauge readiness and what to take.
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I know that I did the Trans America as my first tour and had no regrets about not doing warm up trips. Just me, but I really don't want to do overnight tours at all. If the trip is that short I'd rather just do day rides. I generally don't plan trips of less than 9 days or so, but again that is just personal preference.
Your quite right. That's why I said, "I wouldn't". I like to complete what I start, enjoy it while I'm doing it, and relax. If your into the unexpected, not having the patch kit, or realizing your not going to make it, or you"ll have to kill yourself... I don't enjoy that.