Kitesail Freebooter

Flying
When this creature enters, target opponent reveals their hand. You choose a noncreature, nonland card from it. Exile that card until this creature leaves the battlefield.

Spyglass Siren

Flying
When this creature enters, create a Map token. (It's an artifact with "{1}, {T}, Sacrifice this token: Target creature you control explores. Activate only as a sorcery.")

Malcolm, Alluring Scoundrel

Flash
Flying
Whenever Malcolm deals combat damage to a player, put a chorus counter on it. Draw a card, then discard a card. If there are four or more chorus counters on Malcolm, you may cast the discarded card without paying its mana cost.

Breeches, Eager Pillager

First strike
Whenever a Pirate you control attacks, choose one that hasn't been chosen this turn —
• Create a Treasure token.
• Target creature can't block this turn.
• Exile the top card of your library. You may play it this turn.

Admiral Beckett Brass

Other Pirates you control get +1/+1.
At the beginning of your end step, gain control of target nonland permanent controlled by a player who was dealt combat damage by three or more Pirates this turn.