I am a Kilimanjaro Guide, have summits up to Kili many time through different routes.
I would tell you to climb through Machame Route or Lemosho or Umbwe route. or if you are interested you can Join the other climber who are coming in the Month of August which is the best time to climb the mountain. this climber will climb from Umbwe route via Western-Breach.This route is most Adventure and incredible view route..
*July, August, sept and Oct- December, Jan, Feb and early March.
*Yes June is the trail end rain season.
*You must brings the followings gears,sleeping bag, sleeping pad, camera gear, camelbak bladder, head lamp, Hiking boot and personal items.the tents and porters are available from you trip organizer.
* I would recommend Moses Kashumba or www.africanbroexpeditions.com
is a local company and Kili climb organizer. Guide contact..email@example.com
*Through Lemosho you will spent 8 - 9 days climb and Through Machame or Umbwe will spent 6-7 days climb.
* First time Kili you will find it difficult with height and altitudes. The mountain sickness is a subject to care during the climb,slow paces are necessary.( HACE) and HAPE IS fatal sickness on the mountains.
Advice---- Exercise out at least a month before climb is most potential.
Get more informations or enquiry go to www.africabroexpeditions.com