I would venture that Ruby is more popular (at least Rails seems to be among web devs) than Python or at least ends up with more press about it, so I don't know if Ruby would be a good choice. I imagine that (at least in web development) Ruby/Rails is one of those languages that people learn because it seems like a requirement. I could be completely off-base here though. The real majority of web-devs could still be on PHP/MySQL, while the vocal minority are on Rails/Django/whatever.
The TIOBE index instead suggests that Python is getting more use: it just won their award for most market share growth in 2010, putting it now at 3.5x Ruby's market share. Rails has been (and still is) incredibly influential in the web dev scene, which is why it might seem otherwise.
