For us, (2A, 2C) we found private town car service to be cheaper than
DCL transfers and they run on your schedule, not DCL. We also wanted to get to the port earlier in the day and enjoy the ship a few hours more. This of course all depends upon our boarding time, which cannot be determined until 75 days out for first time cruisers like us!
Also, like someone else already said, you debark early in the morning and can easily get to a resort in time to be in the parks mid to late morning.
If you are doing a resort-cruise -resort stay, we found it more affordable to have three separate reservations than 2. The way we did it: 3 nights at the GF with 7 day park hopper tickets; DCL; Three nights YC room only res. This saved a lot of money. The park tickets are good for 14 days from first use, thus you can use them on the other end. You should know though that you will not have a package for the second resort and thus cannot add the dining plan unless you purchase park tickets for two days for all members of your party.
For us; if
free dining comes out - we will save on our first leg. If a room only discount comes out, we will save on our second leg. (to save on the cruise, just book as soon as he sail dates are released) if free dining comes out for our second resort then we could add on park tickets and just not use them until our next trip. They are good for 14 days from first use...
I have tried to think of everything and I am a hard core bargain hunter - yet want all the luxury too!