[food79]

I wouldn't spend too much time deciding between the two--they are more or less functionally equivalent, so just pick one and don't look back.

Python is a little more "corporate", with a little more regimented style (e.g. significant whitespace, PEP style guide - http://www.python.org/dev/peps/pep-0008/). CherryPy is super-simple to get started.

Ruby is a little more "hacker", with a more idiosyncratic cast of characters such as DHH and _Why and a little more focus on coolness and tricks. Rails is the way to go, but you can get up and running with the basics with the Camping Framework in about 10 minutes.