Day One initially was a journal app for iPhone/iPad, and they recently released their Mac app. Each costs $4.99 (you buy one for the Mac and one for iOS that will work on both iPad/iPhone. I’ve periodically used the iPad app Daily Book, but admittedly it was a pain to pull out the Bluetooth keyboard, and enter in long entries. You could add multiple pictures to an entry as well as tag the entries for easy searches (such as tracking workouts).
It’s a pretty big deal to commit to a journal app – you don’t want to key in all the information just to transition to a new system and have to recreate everything. That was one of my hurdles to warming to the Day One app. However, once they came out with a Mac version, it became clear I would be more consistent in keeping it up-to-date because it was so easy to access. You can create an entry in Day One on your iPhone, and it shows up everywhere (via iCloud or Dropbox).
You can have multiple entries per day, but are limited to one photo per entry. It utilizes Camera+ to edit pictures. There also doesn’t appear to be a tagging function yet, but you can search on key words and it will filter through your entries. It also has connections to Twitter and FourSquare (Facebook integration coming in the fall). You can also add a password to your journal if you don’t want unauthorized access.
The graphical interface on iOS is impressive. I initially used a free program called Path on the iPhone to capture some of the journaling functions, but you’re limited to just iPhone access. Also, you could only send a tweet via one Twitter account, and if your entry included a picture, they would see your Path profile. If you have/seek Twitter anonymity, that’s a problem.
Day One appears to be a great hybrid of a robust journaling program, plus accessibility across devices and integration with social media. You could do each tweet in Day One, then tweet it, and it stays in your journal. You might do this with your profound tweets, not your pithy ones. It is able to access any Twitter accounts you have configured on your device.
(Thanks for my Twitter friend, Ben, for bringing this app to my attention.)