Try Ruby without installing anything
tryruby.hobix.com is an interactive, web based Ruby shell and tutorial all wrapped into one.
Python still has the advantage of greater familiarity for me, but I’ve made a point of writing recent little projects in Ruby and it’s really growing on me. It has a readable, expressive syntax with few warts; it’s been designed from the start with a nicely thought out class and object model; it has a rich standard library, and strong community support for add-on libraries.
Highest in profile among the add on libraries, Ruby on Rails is excellent.
I believe we may well be heading towards a “winner take all” scenario in dynamic language web frameworks.
There are a number of good Perl and Python frameworks, but the communities end up getting fragmented across the different competing standards, whereas Ruby on Rails is achieving a dominant position in the Ruby world. At some point the strength of the offering may grow to the point that users of other dynamic languages may jump ship.