Love your tag! So, I had to help you. Do you have a Loews First Card? If so, you might be able to get one for free. Just check the web site to sign up for free and see the extras. I know at least one level gets late check out free and yes I have used it. If you do not have a card it may depend on how busy they are.
We just had a late checkout there yesterday. You pretty
much have to call down the night before - or even morning
of. They wouldn't let us request it earlier than that. We
got 2PM - but our friends who were right down the hall
could only get 1PM because they were blue loews and not
gold. We've stayed at RPR a few times when we were blue
and I thought we always got 2PM. Maybe not.