Can I transfer an Application and its data to a different Mac
You can use the built-in Migration Assistant to move your settings, apps, and documents to the new computer.


  Move your content to a new Mac Use Migration Assistant to copy all of
  your documents, apps, user accounts, and settings to a new Mac from
  another computer.


Here's a document about how to use it (although it's pretty simple and it looks like you're an experienced Mac user).  I can't say for sure that all your customizations will copy over but it's the easiest, most complete, and free option available.