Organizing a Kilimanjaro hike means reading up upon and getting your head around a lot of information. I would recommend to proceed in the following step-by-step sequence:

  1. Why – is Kilimanjaro for you, will you be able to truly enjoy it?
  2. Who with – do you want to organize a private hike or join a group tour?
  3. When – which are the best months?
  4. How long – what can you afford versus what is recommendable?
  5. Which route – join the masses or go off into the wild?
  6. Which operator – what are the criteria to watch out for?
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https://www.kilimanjaro-uncovered.com/getting-started/