Hi, Amanda!
What a great idea! A full day of pirating for you and your little one!
You can absolutely have a pirate makeover at
The Pirates League, so be sure to take a look at your options and sign yourselves up for a marvelous mother and son makeover. Once ready to pillage and maraud, be sure to catch
Captain Jack Sparrow's Pirate Tutorial and ride Pirates of the Caribbean, both right there next to The Pirates' League in Magic Kingdom.
In addition to donning your pirate gear, consider an additional pirate adventure,
Pirates and Pals Voyage. Twelve family members and I enjoyed this lively, fun-filled night of pirates, first meeting at Disney's Contemporary Resort. There were snacks and drinks, a visit by the one-and-only Captain Hook and his sidekick, Mr. Smee, as well as a visit from Patch the Pirate. Songs, dancing and photo ops ensue before Guests hop aboard a boat for a spectacular view of Wishes from Seven Seas Lagoon. On certain nights (ours was one of them!) Guests are treated to an up-close and personal view of the Electrical Water Pageant as well. What a treat!
Send more questions as you think of them; I'd love to help you and your little scallywag plan the best trip ever!