I'm in the same boat. My tr's are of show quality and always attract attention; sadly, with these cars it's not the right kind of attention. I only take mine out when I will be around (like car shows and cruise ins or hanging out with Buick folk. Don't think I could sleep knowing my car is outside the hotel...
There's others on here that drive them daily--- Maybe they'll chime in....
BTW, do you have regular or classic insurance? If you have classic, you might be prevented from taking it on a trip where it cannot be secured.
- Just something to think about...
Sounds like it would be fun though.