Hello Kristen! Historically, the crowds in mid to late September have been on the light side. However, this is also the time where Disney offers their very popular free dining package which will bring in extra guests. Overall, I think you will find this time of year quite manageable. As far as the Dolphin amenities - yes, you will be able to take advantage of extra magic hours and use the Disney transportation. You may want to research the park hours to find out what the extra magic hour schedule is during your vacation.
Enjoy your vacation!! Diane :)
Visit Walt Disney World Resort to explore the magic.
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