Mary Read and Anne Bonny

Haste
{T}: Draw a card, then discard a card.
Whenever you discard an Island, Pirate, or Vehicle card, create a tapped Treasure token.

Key to the City

{T}, Discard a card: Up to one target creature can't be blocked this turn.
Whenever this artifact becomes untapped, you may pay {2}. If you do, draw a card.

Kiora, the Rising Tide

When Kiora enters, draw two cards, then discard two cards.
Threshold — Whenever Kiora attacks, if there are seven or more cards in your graveyard, you may create Scion of the Deep, a legendary 8/8 blue Octopus creature token.

Malcolm, Keen-Eyed Navigator

Flying
Whenever one or more Pirates you control deal damage to your opponents, you create a Treasure token for each opponent dealt damage. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")
Partner (You can have two commanders if both have partner.)

Thopter Fabricator

Flying
Whenever you draw your second card each turn, create a 1/1 colorless Thopter artifact creature token with flying.
Crew 2

Captain Howler, Sea Scourge

Ward—{2}, Pay 2 life.
Whenever you discard one or more cards, target creature gets +2/+0 until end of turn for each card discarded this way. Whenever that creature deals combat damage to a player this turn, you draw a card.

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.

Homunculus Horde

Whenever you draw your second card each turn, create a token that's a copy of this creature.

Forgotten Creation

Skulk (This creature can't be blocked by creatures with greater power.)
At the beginning of your upkeep, you may discard all the cards in your hand. If you do, draw that many cards.

Captain Storm, Cosmium Raider

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

Mischievous Mystic

Flying
Whenever you draw your second card each turn, create a 1/1 blue Faerie creature token with flying.

Monument to Endurance

Whenever you discard a card, choose one that hasn't been chosen this turn —
• Draw a card.
• Create a Treasure token.
• Each opponent loses 3 life.