Been browsing our plans for each day and rereading the attraction descriptions at each park. Decided to eliminate the WDW Train and add Jack Sparrow's Pirate Tutorial show instead. Performances are typically at 10:15 AM, 11:20 AM, 12:25 PM, 2:15 PM, 3:20 PM and 4:25 PM. Be sure to check the Times Guide for any changes.
Then read a blog post about The Pirates League, where the kiddos get transformed into pirates. Sounds like a total blast and I think both boys would love it - can't wait to see the picture of the two of them!
I think the basic "Jake and the Never Land Pirates" package will suffice - bandana, faux hair, "facial effect" (makeup to give the scruffy, unshaved look), sword and sheath, bag with pirate coins and opportunity to participate in the daily Adventureland Pirate parade.
Description from the Disneyworld site
To make reservations for The Pirates League, call (407) WDW-CREW or (407) 939-2739. We will be in Adventureland around 10am.