Looking for a Mac OS X focused Ruby on Rails tutorial? Head over to Apple’s developer web area for a nice little tutorial on the subject.
Using Ruby on Rails for Web Development on Mac OS X
Apple provides a link to step-by-step instructions for installing Ruby, Ruby on Rails, LightTPD (a lightweight web server), and MySQL on Mac OS X Tiger. They then continue on to a brief tutorial on development using Ruby on Rails.


you could always get locomotive, if you don't want to spend hours configuring it all and upgrading.
Includes rail, lighttpd, and sqlite.
http://locomotive.raaum.org/home/show/HomePage
Thanks for the tip about Locomotive. I was not aware of it.
Catalyst is arguably more flexible, just as easy to use, and works out of the box on OS x - especially if you use CatInABox
http://catalyst.perl.org