<p>Earlier this year, my little sister visited me in Europe. I’m a major homebody when it comes to my evenings, but she loves going out. She was very, very into the idea of discovering European nightlife, with or without me, and was particularly interested in doing so in Paris (with extremely limited French). For three weeks, I kept that girl so busy during the day that she was too exhausted to ever want to dress up and head back out at night. Even after I conceded and said I’d humor her, it didn’t pan out. Like your son, she’s the absent-minded type, and I did make it clear that we were not going anywhere without a solid plan, and that since this was not really my “thing”, I was not going to be the one to figure out the details. Unsurprisingly, she never sat down long enough to come up with the plan. Seeing other people going out at night, she also realized that the scene was a lot less exotic than she’d been envisioning. So between mutual exhaustion, her own absent-mindedness, a dose of reality, and the freezing cold weather (nasty Italian heat might work in your favor!), this became a non-issue. Meanwhile, I compromised in other areas, like taking her out for drinks. In the end, between how much we’d packed in, my compromising in areas she hadn’t expected me to, and her own slight change of heart, she didn’t end up feeling like she’d missed out on anything. </p>
<p>Obviously, mine was a very different situation, and where you and your son are concerned, it makes more sense to come to a solid agreement before getting to Rome. Just wanted to offer my own experience to remind you that whatever your son is thinking of is likely much more appealing in theory than it will be in practice…something he might realize once he’s hot, exhausted, stuffed to the gills with pasta, sick of crowds, and unable to understand the language around him. You have more than every right in the world to be concerned, but if your son has never been the type to say “You can’t stop me” and slam a door in your face, he probably won’t use this vacation to start (I know the attitude is as problematic as the actual action, but from his perspective, if you can pull an “I’ll cancel the trip” bluff, he may as well try his luck with a “You can’t stop me”). </p>
<p>It sounds like you and your son have an excellent relationship, and odds are that you’ll work this out just fine. Best of luck :)</p>
<p>ETA: Cross post with bz2010, among others.</p>