Azure Fleet Admiral

When Azure Fleet Admiral enters, you become the monarch.
Azure Fleet Admiral can't be blocked by creatures the monarch controls.

Swamp

Chart a Course

Draw two cards. Then discard a card unless you attacked this turn.

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.

Mountain

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.

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.

Kitesail Skirmisher

Flying
Whenever Kitesail Skirmisher attacks, another target creature attacking the same player or planeswalker gains flying until end of turn.
Encore {4}{U} ({4}{U}, Exile this card from your graveyard: For each opponent, create a token copy that attacks that opponent this turn if able. They gain haste. Sacrifice them at the beginning of the next end step. Activate only as a sorcery.)

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.

Siren Reaver

Raid — This spell costs {1} less to cast if you attacked this turn.
Flying

Island

Kitesail Larcenist

Flying, ward {1}
When Kitesail Larcenist enters, for each player, choose up to one other target artifact or creature that player controls. For as long as Kitesail Larcenist remains on the battlefield, the chosen permanents become Treasure artifacts with "{T}, Sacrifice this artifact: Add one mana of any color" and lose all other abilities.

Storm Fleet Aerialist

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

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.

Kari Zev, Skyship Raider

First strike, menace
Whenever Kari Zev, Skyship Raider attacks, create Ragavan, a legendary 2/1 red Monkey creature token. Ragavan enters tapped and attacking. Exile that token at end of combat.

Coercive Recruiter

Whenever Coercive Recruiter or another Pirate you control enters, gain control of target creature until end of turn. Untap that creature. Until end of turn, it gains haste and becomes a Pirate in addition to its other types.

Talas Explorer

Flying
When Talas Explorer enters, look at target opponent's hand.

Rishadan Airship

Flying
Rishadan Airship can block only creatures with flying.

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.")

Ghost of Ramirez DePietro

Ghost of Ramirez DePietro can't be blocked by creatures with toughness 3 or greater.
Whenever Ghost of Ramirez DePietro deals combat damage to a player, choose up to one target card in a graveyard that was discarded or put there from a library this turn. Put that card into its owner's hand.
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.)

Spectral Sailor

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

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.

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.

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.)

Storm Fleet Negotiator

Flying
Parley — Whenever Storm Fleet Negotiator attacks, each player reveals the top card of their library. For each nonland card revealed this way, you create a Map token. Then each player draws a card. (A Map token is an artifact with "{1}, {T}, Sacrifice this artifact: Target creature you control explores. Activate only as a sorcery.")

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.

Edward Kenway

At the beginning of your end step, create a Treasure token for each tapped Assassin, Pirate, and/or Vehicle you control.
Whenever a Vehicle you control deals combat damage to a player, look at the top card of that player's library, then exile it face down. You may play that card for as long as it remains exiled.

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.

Siren Lookout

Flying
When Siren Lookout enters, it explores. (Reveal the top card of your library. Put that card into your hand if it's a land. Otherwise, put a +1/+1 counter on this creature, then put the card back or put it into your graveyard.)

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.

Cloud Pirates

Flying
Cloud Pirates can block only creatures with flying.

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.

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.

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.

Kitesail Corsair

Kitesail Corsair has flying as long as it's attacking.

Siren Stormtamer

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

Admiral Brass, Unsinkable

When Admiral Brass, Unsinkable enters, mill four cards.
At the beginning of combat on your turn, you may return target Pirate creature card from your graveyard to the battlefield with a finality counter on it. It has base power and toughness 4/4. It gains haste until end of turn. (If a creature with a finality counter on it would die, exile it instead.)

Port Razer

Whenever Port Razer deals combat damage to a player, untap each creature you control. After this phase, there is an additional combat phase.
Port Razer can't attack a player it has already attacked this turn.

Malcolm, the Eyes

Flying, haste
Whenever you cast your second spell each turn, investigate. (Create a Clue token. It's an artifact with "{2}, Sacrifice this artifact: Draw a card.")

Breeches, Brazen Plunderer

Menace
Whenever one or more Pirates you control deal damage to your opponents, exile the top card of each of those opponents' libraries. You may play those cards this turn, and you may spend mana as though it were mana of any color to cast those spells.
Partner (You can have two commanders if both have partner.)