For those interested in the packages, I called the line where you make the reservations to get advance info so I know what I want when I call later this month to make a reservation. Only the Jake package is $30, so the other two are both $35.
The $30 Neverland Pirate package sounded simpler, with fewer items given to the pirate and quicker make-up. I suspect it's intended for your younger, more fidgety pirates, but I missed exactly what she said about the hair. I think there is a Jake-style bandana involved.
The First Mate sounded pretty first rate

with more accessories and tattoo, and the Empress was the FM with nail polish and glittery make-up for the face added in. The CM they should not take more than 20 minutes, no photos, etc.
When I mentioned my 2yo and asked if there was anything for him, she said they could not make an appointment for anyone under 3yo--but that in the moment, when you're there, CMs are free to do what they think is best. Ha, I don't see him sitting for anything more than a pirate tattoo.
Also, they will not make any same-day appointments, but walk-ins will be accommodated if possible. The hours are 10am-6pm for regular days, but extended to 7pm for MHP nights.