[ganashaw]

My grand vision is actually a "trip itinerary search engine" so people can search for "Barcelona for 2 people for $1000 or less" and get all the matching itineraries.

But yes, as you so rightly pointed out, such analytics is only possible with a user base, which I've been struggling to acquire (admittedly, I haven't tried very hard). A free model may be a good way to go to build that user base initially, and may be something I explore, but I didn't want to give something away if people WOULD pay for it.

One thing I've considered, if I do go down this route, is that free users' trips are public (or mostly, I would try to censor dates/residential locations) while premium users can make private trips or something like that.

Overall, I've gotten a lot of feedback on this thread to reconsider the pricing/monetization strategy, so it's definitely something I need to look at.