Caveat emptor, my friend! This is a thread about a notoriously bad travel experience by a local member
http://www.eccie.net/showthread.php?t=393691
I'm not saying it can't be done (in fact, nothing of the sort!) just make sure you 1. are compatible with and trust the girl before you go on a trip and 2. discuss compensation/expected services and availability before you leave. Basically, if you go with a lady (especially a provider) make sure you two are on the same page about how much you will pay out of pocket and how much (if any) compensation comes from the trip itself. I would be weary of taking a civilian along since they may not have the same mindset as you.
Like I said, I think compatibility and trustworthiness of the girl is key here. Make sure you know the girl so you can be comfortable that she won't ditch you or not put out on the trip. For me, if I had the time and money, I would love to take Pepper to Vegas/Tahoe, assuming she were up for such a misadventure.
LOL But, that will probably have to wait several years until financial peace and stability finds its way into my life.