Hey Brandi,
For the baby, try something like this:
Find a peasant style top (or even a Tshirt/onesie with some ruffled edges). Add black capris (or black pants that she's grown out of). Use a bandana to make a sash/wrap/sarong around her waist and another bandana on her head. You could even draw an eyepatch with makeup. A pirate tatto on her arms and you're set!
For the baby, try something like this:
Find a peasant style top (or even a Tshirt/onesie with some ruffled edges). Add black capris (or black pants that she's grown out of). Use a bandana to make a sash/wrap/sarong around her waist and another bandana on her head. You could even draw an eyepatch with makeup. A pirate tatto on her arms and you're set!