There's also a slight whiff of Java about when I code in Python
If your Python feels like Java you're probably not using it correctly - I suspect that you're using range() for indexing. If you're using range(len(foo)) use enumerate() instead. I also suspect you haven't been using generators, iterators, and listcomps as often as you should have been.

In particular, it feels too far removed from closures.
Hmm... Python has closures, just not anonymous ones (though because strings and numbers are immutable and one has to store variables in a mutable object (list or dict), classes - or in some cases generators - may be preferred).

Regarding print, if you're using lots of prints terminating in commas, your code probably isn't very Pythonic...(trailing comma is likely to be removed in 3.0)

Variable interpolation is as painful as C's (though you can use string.template for interpolation closer to Perl's)

Anyway, have fun with Ruby ;-) *relurk*