Personally, I find Ruby's syntax more natural, (I'm going to be heavily biased though, having written Ruby for 10+ years). But for example, let's say I wanted to make a hash (dict) of files, keyed by their size (for some unknown reason), in Ruby it would look like:

  Pathname.glob('*').filter { |f| f.file? }.each_with_object({}) { |f, h| h[f.size] = f }

Whereas the equivalent Python would be:

  result = {}
  for file_path in glob.glob('*'):
    if os.path.isfile(file_path):
      result[os.path.getsize(file_path)] = file_path

Or capitalizing a string in Ruby:

  string.split(' ').map(&:capitalize).join(' ')

And in Python:

  words = string.split(' ')
  capitalized_words = [word.capitalize() for word in words]
  result = ' '.join(capitalized_words)

Python seems to be more convoluted and verbose to me, and requires more explicit variable declarations too. With the Ruby you can literally read left to right and know what it does, but with the Python, I find I have to jump about a bit to grok what's going on. But maybe that's just my lack of Python experience showing.