I don't know about ST2 but in ST3 brackets and parenthesis work fine by just selecting the opening bracket.
To wrap apostrophes or quotes in Vintage mode you don't
need the Surround plugin.
All you need to do is:
- select (multi) lines in Visual mode
- hit apostrophe or Shift+apostrophe (nothing appears to happen)
- hit ESC
note: this technique doesn't seem to work with the Vintageous plugin. Only with the built-in Vintage mode.