I have a trip quickly approaching in September, and although I'm not obsessive about organization, I do like to have an itinerary that's easy to see at a glance. Usually for me that includes all my deets scrawled out on a piece of easily misplaced paper, or lists typed up in an email that quickly ends up three pages back in my stream.
Lucky for me, neither of these will be an issue for me on this journey, since I've discovered and have fell in love with Tripit.
Tripit makes it easy to organize your flight info, train schedules, sightseeing tours and whatever else you're into in one place, either online or via their iPhone App (which by the way is awesome and free). Not only can you log in some data entry time to input your activities, but if you email your conformation emails to plans@tripit.com and Tripit will organize your plans for you, and add it into your master itinerary.
Seriously, there's so much to this site/app that you really can't go wrong. Oh, and it's all free. Holla!
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TripIt is incredible- it's amazing how it can organize pretty much any reservation emails (pdf's, text, etc.).