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Have you guys thought about getting a job at a travel agency? A few years ago I interviewed at a place that did "family travel adventures". The travel agency biz seems to be moving toward educational/adventure trips for families and retirees, but as an agent it would be part of your job to get a feel for the places you'd be sending/leading people on trips to and maintaining relationships with people on the ground. It might be a good way to dip your toe into getting out there.