Python's standard tool for package management is setuptools. The version of setuptools bundled with Mac OS X Leopard is 0.6c7. Unfortunately, setuptools is not self-upgrading, in that it won't replace the easy_install script in /usr/bin, and there's no official .dmg/.pkg to upgrade it. This is important because the easy_install script that's used to install new packages has a hardcoded version of setuptools in it, that it reads from the Python libraries bundled with Leopard.

The hardcoded version string in easy_install became a problem when I tried to install a package that relied on a newer version of setuptools:

  $ sudo easy_install -U py
Searching for py
Best match: py 0.9.2
Running py-0.9.2/ -q bdist_egg --dist-dir /tmp/easy_install-PWyaOs/py-0.9.2/egg-dist-tmp-qz0KLA
The required version of setuptools (>=0.6c8) is not available, and
can't be installed while this script is running. Please install
  a more recent version first, using 'easy_install -U setuptools'.
(Currently using setuptools 0.6c7 (/System/Library/Frameworks/Python.framework/Versions/2.5/Extras/lib/python))
error: Setup script exited with 2

Installing a newer version of setuptools didn't actually help, since easy_install doesn't get touched by this. There are two (sensible solutions) to this. Either edit /usr/bin/easy_install to reflect the newer version of the setuptools package, or use the easy_install module from python rather than the executable. The latter is preferable since it doesn't involve manually changing stuff in /usr/bin, which is just plain wrong.

So this is how to correctly install packages that rely on a version of setuptools newer than .6c7 on a Mac:

$ sudo python -m easy_install py
Searching for py
Best match: py 0.9.2
Processing py-0.9.2-py2.5-macosx-10.5-i386.egg
Adding py 0.9.2 to easy-install.pth file
Installing py.cleanup script to /usr/local/bin
Installing py.lookup script to /usr/local/bin
Installing py.countloc script to /usr/local/bin
Installing script to /usr/local/bin
Installing py.test script to /usr/local/bin

Using /Library/Python/2.5/site-packages/py-0.9.2-py2.5-macosx-10.5-i386.egg
Processing dependencies for py
Finished processing dependencies for py

This works because python searches sys.path, and the /Library/Python site packages are placed before the bundled packages.

The state of easy_install isn't that great. There are basically three alternatives to installing python packages. One is to use the OS package manager, which works on Linux distros like Debian/Ubuntu, where just about everything is ported to a .deb and put in the apt repositories. Unfortunately, macports doen't have many python packages. The other is to use easy_install, warts and all. The third is to download source distros and use distutils to install them (using python install), which has a very nice retro feel to it. Fortunately, help does seem to be on the way.