I found I needed more than lists. I need something that was like a notebook, but more flexible and richer than pen and paper - which always starts off great, but becomes a royal PITA when you have to refer back to earlier things once you've started to amass a decent amount of information in there. Plus, they can be so easily ruined in so many ways...
I use a Microsoft Office - namely OneNote, Outlook, and Excel.
OneNote can Link Notes to Appointments i.e. "Private Lesson - <Coach's Name>" on your Calendar... Or Tasks i.e. a Recurring "Pay Rink Fees" with a Note where you keep track of your Ice Time/Usage in an embedded Excel Spreadsheet. So, it's quite flexible.
I track jumps in Excel as well (Clean, UR, Falls, Pops, and Air Times). The Sheets are embedded into OneNote for each jump that I'm working on.
It supports Lists - I have every exercise and drill my coaches give me in there, the goal being to do 5 random ones when I get on the ice as a warm-up.
And, of course, it supports tagging.
The thing I really like about it is that it supports media embeds. I keep a video library for reference and to document progress. I'm a visual learner, so this was a big deal for me. If I have a lesson on i.e. "Double Toe" and have an issue with that jump; I'll have a Page for in that section (Jumps/Toe Loop/Double Toe Loop) with the Video Embedded for Reference and Key Images, telestrated, embedded with Descriptions/Corrections/Coach's Tips beside them. That way, I can whip out my phone or tablet, click the video to play it and view the text as well as the images. I can link that Note to another Note for the overall lesson (Lessons/<Coach's Name>), so it's easily referenced (without having to duplicate any content across pages). The note for the overall lesson is linked to the calendar appointment for that lesson("Private Lesson <Coach's Name>" on that specific date), so I can easily find it both from within OneNote (via Tags, Titles, or Full Text Search) and from within Outlook via my Calendar or Task List.
It works very well for me, but this workflow is not going to work if you only use Apple Devices. Windows is needed cause the OneNote and Outlook for Mac apps aren't even close to parity with the Windows versions.
I suppose Evernote could get you 3/5th of the way there, in combination with Office for Mac or iWorks. I'm guessing, since I've never used it beyond "look and see."
It sounds like a lot, but after initial setup - which involves mostly just putting things in your calendar and setting up the Section/Folder hierarchy in OneNote and on External HDD (for video) - it's all pretty seamless. When you have to go back and refer to stuff, though... It's amazing.
---
EDIT: To address OmniFocus.
It's a great app. It's very focused, though. I'm not sure you could use it as a notebook for documenting practices, though I'm sure it can be used as a List and Reminders app for things you want to do in practices.
I think the price is quite high. I own Things for iOS and OS X, which is much cheaper. The Pro upgrade for OmniFocus (which has the "Focus" view, and I don't think I could use it without that as it's otherwise too busy) costs a huge premium on top of (and compared to) the base price tag. Of the App/Service.
And it only runs on Apple Devices. I need to at least view things from other device types/OSes.