Hello,
Here is my proposed design for the next First Night Columbus button:
Blue border: #16
Red border: #17
Silver border: #18
I think it is very important that people can see the name and read it at a glance. Adding things like the slogan won't allow for 'FIRST NIGHT COLUMBUS' to be big and really stand out and pop. I used this as the driving force behind my design.
I look forward to hearing what you think, as I am confident we can nail down the perfect button design for you. Thanks for looking! :)