As someone who has done (Unixoid) web development on all 3 systems, I'd say OSX was the best experience. On Windows it's really weird to use command line tools,

As someone who has done (Unixoid) web development on all 3 systems, I'd say OSX was the best experience. On Windows it's really weird to use command line tools, even with Cygwin. There's no package manager for dev tools. Linux is fine but I occasionally had problems with UI quirks, driver issues and so on. It feels "hacky" at times. Once you've installed homebrew on OSX you have the best of both worlds. A stable Unix system with a nice UI (Though the stable part was recently lacking).