Corsairs of Umbar

{2}{U}: Target Goblin, Orc, or Pirate can't be blocked this turn.
Whenever Corsairs of Umbar deals combat damage to a player, amass Orcs 3. (Put three +1/+1 counters on an Army you control. It's also an Orc. If you don't control an Army, create a 0/0 black Orc Army creature token first.)

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.

Corsair Captain

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

Spectral Sailor

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

Skyship Plunderer

Flying
Whenever Skyship Plunderer deals combat damage to a player, for each kind of counter on target permanent or player, give that permanent or player another counter of that kind.

Skeleton Crew

Each other creature you control that's a Skeleton or Pirate gets +1/+1.
Whenever one or more creature cards leave your graveyard, create a 2/2 black Skeleton Pirate creature token. (This ability triggers only from the battlefield.)
{5}{B}: Return Skeleton Crew from your graveyard to the battlefield tapped.

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.

Ramirez DePietro, Pillager

When Ramirez DePietro, Pillager enters, you lose 2 life and create two Treasure tokens.
Whenever one or more Pirates you control deal combat damage to a player, exile the top card of that player's library. You may cast that card for as long as it remains exiled.

Timestream Navigator

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
{2}{U}{U}, {T}, Put Timestream Navigator on the bottom of its owner's library: Take an extra turn after this one. Activate only if you have the city's blessing.

Burdened Aerialist

When Burdened Aerialist enters, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")
Whenever you sacrifice a token, Burdened Aerialist gains flying until end of turn.

Malcolm, Alluring Scoundrel

Flash
Flying
Whenever Malcolm, Alluring Scoundrel 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.

Spyglass Siren

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

Warkite Marauder

Flying
Whenever Warkite Marauder attacks, target creature defending player controls loses all abilities and has base power and toughness 0/1 until end of turn.

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.

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.

Zephyr Singer

Convoke (Your creatures can help cast this spell. Each creature you tap while casting this spell pays for {1} or one mana of that creature's color.)
Flying, vigilance
When Zephyr Singer enters, put a flying counter on each creature that convoked it.

Forerunner of the Coalition

When Forerunner of the Coalition enters, you may search your library for a Pirate card, reveal it, then shuffle and put that card on top.
Whenever another Pirate you control enters, each opponent loses 1 life.

Departed Deckhand

When Departed Deckhand becomes the target of a spell, sacrifice it.
Departed Deckhand can't be blocked except by Spirits.
{3}{U}: Another target creature you control can't be blocked this turn except by Spirits.

Dire Fleet Ravager

Menace, deathtouch
When Dire Fleet Ravager enters, each player loses a third of their life, rounded up.

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.

Siren Stormtamer

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

Francisco, Fowl Marauder

Flying
Francisco, Fowl Marauder can't block.
Whenever one or more Pirates you control deal damage to a player, Francisco explores.
Partner (You can have two commanders if both have partner.)

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.)

Dreamcaller Siren

Flash
Flying
Dreamcaller Siren can block only creatures with flying.
When Dreamcaller Siren enters, if you control another Pirate, tap up to two target nonland permanents.

Storm Fleet Aerialist

Flying
Raid — Storm Fleet Aerialist enters with a +1/+1 counter on it if you attacked this turn.