Connecting with Reddit community

I am looking to make the best out of a road trip across the United States and to do this I'm looking for a professional who understands how to connect with online communities. I want this person to engage with the Reddit community and perhaps with  other online communities by writing fun, creative posts on my behalf. For best results the post needs to be very popular and connect with readers by inviting them to make travel suggestions thereby shaping the course of my trip.
I really want readers to feel like they are part of the adventure. My goal is to find the most interesting, scenic or most visited sites, the coolest activities, hidden spots that only locals know about, festivals, best camping spots and free or cheap activities. I am hoping that by engaging people online in this way, I might be able to get some of this stuff at discounted rates or for free!
How familiar are you with Reddit?