I agree on books 2 and 3. I posted the same question here 2 yrs ago when I was getting ready for 8th grade. So what we have done is Ancient World in 9th and are doing the Medieval World in 10th. Then we will do the Renaissance World in 11th. Then we will pick up with her American History and Govt. recommendations in 12th grade. I know she has other books listed for those. If we miss some years in between, I am not going to sweat it. She will continue on with the Great Books reading and writing history summaries on them with each reading ala WTM, so that will likely pick up some of the missing years.
We don't use the study guides. We just do as in WTM. I have the 3rd edition. In it she has them answer 4 questions on each chapter, so my dd reads 1 chapter a day and answers the 4 questions for her notebook. I actually photocopied the 4 things she is to answer straight from WTM and taped to the front her her history binder. Those are her daily notes. This actually only happens 2-3 times a week too. So the Ancient World was read over the summer too, but SOTW was always like that for us. We could never finish in a "school year." Then she reads the great books. For each book she reads the appropriate section from The Well Educated Mind and does a history context page on it before she starts the reading. She uses the Timelines Book that WTM recommends and a history encyclopedia to read up on bits from it to write her one page paper there. Then after she finishes a book she is to write a page or two on it for the great books section of her notebook.
I am requiring one history page a month. So if she isn't in a spot where she is currently writing a history context summary of a book, then she takes the notes that she writes up from the History of the Ancient World (this year the Medieval World,) and picks a topic to research more and then writes on that. She uses an online encyclopedia and our history encyclopedias for that. Or she can check out a book on that topic. Last month she was finishing up the History of the Ancient World from 9th grade, so she wrote her summary on Spartacus's revolt. This month she is well into the History of the Medieval World and just finished reading Beowulf, so for her history context paper, she wrote about what was happening around the time Beowulf was recorded.
Hope that helps. It is how we are doing our best to follow WTM history/great books around here. History is one area that since the beginning has just gone the best for me and been the simplest when I do WTM ways. I don't get hung up on if we finish a book or not, and we do lots of rabbit trails. We have a ton of history/art projects going on this year. Other years we don't and just stick to the books. But WTM gives a simple enough framework.
I don't see how both books could be covered in a year, unless it was reading a couple of chapters a day, every day, and we just don't have that kind of time for it here.