I wakeboard, wakesurf and even barefoot with my '05 X-star with no issues. I know other models will provide a better surf wake (X-15, '06 and newer X-30) but we wakeboard more often than anything else. Never skied behind it, probably not fun with that big wake.
An X-15 or X-30 would be good choices in your price range.
I was njskier on here.