Pirate Hat

Equipped creature gets +1/+1 and has "Whenever this creature attacks, draw a card, then discard a card."
Equip Pirate {1}
Equip {2} ({2}: Attach to target creature you control. Equip only as a sorcery.)

Urza's Incubator

As Urza's Incubator enters, choose a creature type.
Creature spells of the chosen type cost {2} less to cast.

Don Andres, the Renegade

Each creature you control but don't own gets +2/+2, has menace and deathtouch, and is a Pirate in addition to its other types.
Whenever you cast a noncreature spell you don't own, create two tapped Treasure tokens.

Enterprising Scallywag

At the beginning of your end step, if you descended this turn, create a Treasure token. (You descended if a permanent card was put into your graveyard from anywhere.)

Zara, Renegade Recruiter

Flying
Whenever Zara, Renegade Recruiter attacks, look at defending player's hand. You may put a creature card from it onto the battlefield under your control tapped and attacking that player or a planeswalker they control. Return that creature to its owner's hand at the beginning of the next end step.

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.

Captain Storm, Cosmium Raider

Whenever an artifact you control enters, put a +1/+1 counter on target Pirate you control.