How easy is it to travel through Southern and Eastern Africa by yourself?

My 32 yo brother wants to know this. I know there are some things he would need to do in a tour, such as a gorilla trek. The other option is to travel as part of a bigger tour for the duration. He has 2 months off in December/January, what are the must do's while he is there?

It should be a piece of cake... what with all the wars, famine, displaced millions of people, the drought, the kidnappings, robberies and murders in Africa... not to mention the poverty, poor roads, lack of facilities and strange customs and languages he should have a really fun time.

I can see it now... COME TO BEAUTIFUL SUDAN AND SEE THE FUN THINGS TO DO IN DARFUR.

I travelled around east africa last year and it was amazing!!! Situation a bit different im 21 female so i would never do it alone. A group of 4 of us did it, we travelled in Tanzania, Uganda , Kenya and Rwanda. Tanzania- absolutely amazing country relatively safe as far as e. africa goes i climbed kili - best thing ive ever done but pricey, zanzibar is a must do stone town is full of culture and theres loads of great relaxing beaches etc. Ngorogoro crater great for safari etc.
Uganda - we went white water rafting down the nile in a place called jinja, absolutely scared the living day lights out of me but was amazing- kampala was great too, steeped in history, north is more dangerous than the south.
Rwanda- I loved rwanda - that sounds a bit odd but it is a country recovering and doing its best to get back on its feet, people are wary but like everywhere in east africa totally welcoming. It is an absolutely beautiful place and i fell in love it and its tenacity, i found surprisingly it is a very united country. In kigali there are obvious things to do like the genocide memorial etc gorilla trekking in prc des volcans is a must too!!!
Kenya- sadly a few troubles here recently but its getting back on its feet and i dont think it should be avoided. Nairobi is like a western capital you could be in London. Travel out a bit - Naivasha is beautiful, as is lamu and mombassa.
There are dozens of touristy safaris that can be done in the masai mara or the serengeti but i would recommend smaller parks like amboseli or the samburu and lake nakuru in kenya- you see the same but its less like a british safari park and more like africa.

There is so much to do he will easily fill 2months my only absolute must i suppose is to see the real africa- dont just do the tourist things, go to the schools, the orphanages, meet real people as that would be what makes the trip much more than just a holiday
xxx
ps take loads of pens and pencils- the kids will love u forever