May I suggest adding more flexible options? I often find myself wanting to plan a vacation but not knowing where or when I want to go - on traditional travel sites, this is a problem, because everything has to be run through an algorithm, but as a crowdsourcer, you might be able to get away with saying 'two week trip, sometime between August and November', and just give me good options.
Hm, to do this though, you'd need to have a lot more qualifying questions. I have been a travel agent for 10 years, and it is difficult to find the "right" holiday for someone without a lot of information (ie budget, what they like to do, where they have been/stayed before and what they liked/didn't like, etc).
That said, and even as a competitor, it is a really cool idea!
Mmm, that's true. Even if it was just a list of countries, though, I don't think the flight info has to be more detailed than that; you're generally going to be flying into a city anyways, so it's not like knowing that someone likes hiking will help too much. I'd be happy to have someone find me a cheap flight to somewhere-in-south-america-really-I-don't-care-where-or-when.