I bought the Planning Your Charlotte Mason Education ebook a while ago. Just this week I started to really get down to business with it. I just have to say that it really really helped me break the year up and set some goals. Even if you're not planning a CMish school year, it would still be an invaluable resource.
I'm not going to go into great detail (since that would give away the whole book) but I'll tell a little about what I did.
From the Table of Contents:
Step 1: Big Picture
Step 2: Your Year
Step 3: Your Term
Step 4: Your Week
Step 5: Your Day
BIG PICTURE: This helped me put everything into perspective. I laid everything out that was required for graduation, or that was just important to me.
YOUR YEAR: First of all, I had to find a calendar that I really liked. (Why do I have to be so picky?) So after a while of searching I made my own.
eta: I've had a few requests for the calendar...
Blank Calendars: Aug 2009 - Jul 2010 or Sep 2009 - Aug 2010
The orange boxes are scheduled days off. I used this chart to make sure that our year was a more balanced, year round approach.
YOUR TERM: I broke the year and curricula into terms/quarters/semesters.
YOUR WEEK: Basically used the info on the website, but a little more in depth.
YOUR DAY: I just recently (also this week) put together my MOTH schedule, so I already knew which hours I would do school. All I had left to do was schedule those 4 hours.
I highly recommend this book!