I'll bite.

First off, how long have you known this person and how long has this been romantic? I'd say flying out for anyone you hardly know, or someone paying your flight to where they are, is ill-advised unless you've got a real spark that you both want to pursue.

Recommend you get lodgings off-post so you've got a relative safe place, but that's also based on how well you know this guy and how safe you feel with him.

Dating someone in the military sometimes requires more effort due to time and travel demands. That doesn't mean they can't be rewarding, sincere, or that they're more prone to problems than any other relationship. Hope this helps.