Start off having a 'what's realistic' discussion with yourself. Sadly it generally comes down to money - once you have decided on your budget along the lines of 'I won't go anywhere until I have the perfect bike all the kit and x thousand dollars in the bank' or more realistically, 'I'm off, I've got y dollars after I've paid to freight the bike to.... if I can live on z dollars a day so I can travel for however many months or weeks'
Assuming you have a passion for travelling (not just riding your bike) then you'll have an idea of where you want to go so identify the major costs such as freight, air tickets, ferries etc. then look around here and elsewhere and try and find out daily costs fuel, food accommodation etc. and, I think you'll find that a plan will evolve.
Focussing on the money side before you go will allow you to enjoy the travelling without stressing too much about cash when you're actually out there.
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