Probably the least painful way going forward is to use Heroku. If you do not use Heroku, you will probably want to use Capistrano/Deprec to automate deployment

Probably the least painful way going forward is to use Heroku. If you do not use Heroku, you will probably want to use Capistrano/Deprec to automate deployment. They can be a little fiddly, but they beat the heck out of doing it manually.