This is almost 1:1 with a project we worked on several years ago. Unfortunately it never launched - founder ran out of money. It was one of my favourite projects we’ve done and I genuinely believed in the concept, so I was sad we couldn’t see it come to fruition. But glad someone else is giving it another go!
Without giving away anything confidential, I can say your cold start plan is very similar. Can’t say it’s a good or bad plan because we never saw it executed in practice… but it’s not unreasonable!
I think distribution and stickiness will be a challenge. Even if you get enough content that users will have a great first experience, most people don’t travel that often, so getting them to come back regularly won’t be easy.
Best of luck - would love to see this succeed!