Revel in Riches

Whenever a creature an opponent controls dies, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")
At the beginning of your upkeep, if you control ten or more Treasures, you win the game.

Corsair Captain

When Corsair Captain enters, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")
Other Pirates you control get +1/+1.

Urza's Incubator

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

Pirate Ship

Pirate Ship can't attack unless defending player controls an Island.
{T}: Pirate Ship deals 1 damage to any target.
When you control no Islands, sacrifice Pirate Ship.

Whispersteel Dagger

Equipped creature gets +2/+0.
Whenever equipped creature deals combat damage to a player, you may cast a creature spell from that player's graveyard this turn, and you may spend mana as though it were mana of any color to cast that spell.
Equip {3}

Rishadan Brigand

Flying
When Rishadan Brigand enters, each opponent sacrifices a permanent of their choice unless they pay {3}.
Rishadan Brigand can block only creatures with flying.

Fathom Fleet Captain

Menace
Whenever Fathom Fleet Captain attacks, if you control another nontoken Pirate, you may pay {2}. If you do, create a 2/2 black Pirate creature token with menace.

Reconnaissance Mission

Whenever a creature you control deals combat damage to a player, you may draw a card.
Cycling {2} ({2}, Discard this card: Draw a card.)

Rishadan Cutpurse

When Rishadan Cutpurse enters, each opponent sacrifices a permanent of their choice unless they pay {1}.

Expropriate

Council's dilemma — Starting with you, each player votes for time or money. For each time vote, take an extra turn after this one. For each money vote, choose a permanent owned by the voter and gain control of it. Exile Expropriate.

Spectral Sailor

Flash (You may cast this spell any time you could cast an instant.)
Flying
{3}{U}: Draw a card.

Kindred Discovery

As Kindred Discovery enters, choose a creature type.
Whenever a creature you control of the chosen type enters or attacks, draw a card.

Kitesail Freebooter

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

Skysovereign, Consul Flagship

Flying
Whenever Skysovereign, Consul Flagship enters or attacks, it deals 3 damage to target creature or planeswalker an opponent controls.
Crew 3 (Tap any number of creatures you control with total power 3 or more: This Vehicle becomes an artifact creature until end of turn.)

Cover of Darkness

As Cover of Darkness enters, choose a creature type.
Creatures of the chosen type have fear. (They can't be blocked except by artifact creatures and/or black creatures.)

Pitiless Plunderer

Whenever another creature you control dies, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")

Herald's Horn

As Herald's Horn enters, choose a creature type.
Creature spells you cast of the chosen type cost {1} less to cast.
At the beginning of your upkeep, look at the top card of your library. If it's a creature card of the chosen type, you may reveal it and put it into your hand.

Ramirez DePietro

March of the Drowned

Choose one —
• Return target creature card from your graveyard to your hand.
• Return two target Pirate cards from your graveyard to your hand.

Bident of Thassa

Whenever a creature you control deals combat damage to a player, you may draw a card.
{1}{U}, {T}: Creatures your opponents control attack this turn if able.

Crafty Cutpurse

Flash
When Crafty Cutpurse enters, each token that would be created under an opponent's control this turn is created under your control instead.

Coastal Piracy

Whenever a creature you control deals combat damage to an opponent, you may draw a card.

Blatant Thievery

For each opponent, gain control of target permanent that player controls.

Hostage Taker

When Hostage Taker enters, exile another target creature or artifact until Hostage Taker leaves the battlefield. You may cast that card for as long as it remains exiled, and mana of any type can be spent to cast that spell.

Patriarch's Bidding

Each player chooses a creature type. Each player returns all creature cards of a type chosen this way from their graveyard to the battlefield.

Siren Stormtamer

Flying
{U}, Sacrifice Siren Stormtamer: Counter target spell or ability that targets you or a creature you control.

Slippery Scoundrel

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
As long as you have the city's blessing, Slippery Scoundrel has hexproof and can't be blocked.

Adaptive Automaton

As Adaptive Automaton enters, choose a creature type.
Adaptive Automaton is the chosen type in addition to its other types.
Other creatures you control of the chosen type get +1/+1.

Rogue Class

(Gain the next level as a sorcery to add its ability.)
Whenever a creature you control deals combat damage to a player, exile the top card of that player's library face down. You may look at it for as long as it remains exiled.
{1}{U}{B}: Level 2
Creatures you control have menace.
{2}{U}{B}: Level 3
You may play cards exiled with Rogue Class, and you may spend mana as though it were mana of any color to cast those spells.

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 artifact: Add one mana of any color.")
Partner (You can have two commanders if both have partner.)

Rishadan Footpad

When Rishadan Footpad enters, each opponent sacrifices a permanent of their choice unless they pay {2}.

Vanquisher's Banner

As Vanquisher's Banner enters, choose a creature type.
Creatures you control of the chosen type get +1/+1.
Whenever you cast a creature spell of the chosen type, draw a card.

Skeleton Ship

When you control no Islands, sacrifice Skeleton Ship.
{T}: Put a -1/-1 counter on target creature.

Merchant Raiders

Whenever Merchant Raiders or another Pirate you control enters, tap up to one target creature. That creature doesn't untap during its controller's untap step for as long as you control Merchant Raiders.