Dude, I say fuck it. I'm in a ska punk band in a scene very lacking in ska. We'll show up with our horn section, people think, "what the fuck is this?" and either walk out or stick around. Then we put on the best show we can for the people who didn't know us but stuck around.

I see what you mean about you guys having a "new schoolish" sound and demeanor, and I can see where old school crowds might not appreciate it. I say take the shows and do the best you can to kick ass on stage; act like you're huge locals that have been playing that scene for years (of course, don't be douches). If they see that you guys put everything into your music, they may not all like it, but they'll appreciate it. I can imagine how intimidating it must be, but the only way you're going to get your name out in other places is if you get out and play shows. Good luck, dude.