Maybe the simple answer here is that people don't want to use the same tools they use at work all year for planning what is supposed to be a escape from work?

Maybe the simple answer here is that people don't want to use the same tools they use at work all year for planning what is supposed to be a escape from work? Also...one of my favorite parts of travel is the spontaneity it affords me. I loath the idea of turning my free time into just another work day but with one-offs like "going to the museum" instead of "meeting with sales" embedded into some app....bleh! Also...maybe no one has been creative enough to crack the problem yet, and someday someone will finally come up with a piece of software that is useful in this domain.