As I mentioned recently, I’ve been using Dopplr and TripIt a lot recently as I’ve been travelling more. Although TripIt is far more featureful, I know more people on Dopplr and so keeping it up-to-date is useful as it increases the chance of serendipitous coincidences. They are competitors, but I like them both.
So far it’s been a pain to enter information into Dopplr manually, but they announced today that it can now watch iCal calendars and create trips accordingly. I’ve added my iCal feed from TripIt and it seems to work well so far. They are minor niggles. For example, it gets confused if you have multiple destinations in your trip as TripIt doesn’t really allow for this concept. Also, not all trips involve advance booking, so I don’t bother adding them to TripIt - they’ll need to be entered into Dopplr manually. Nevertheless, it should cut down on the amount of data entry.