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.

Captain Ripley Vance

Whenever you cast your third spell each turn, put a +1/+1 counter on Captain Ripley Vance, then it deals damage equal to its power to any target.

Skulduggery

Until end of turn, target creature you control gets +1/+1 and target creature an opponent controls gets -1/-1.

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.

Bombard

Bombard deals 4 damage to target creature.

Bigfin Bouncer

When this creature enters, return target creature an opponent controls to its owner's hand.

Eaten by Piranhas

Flash (You may cast this spell any time you could cast an instant.)
Enchant creature
Enchanted creature loses all abilities and is a black Skeleton creature with base power and toughness 1/1. (It loses all other colors, card types, and creature types.)

Angrath, the Flame-Chained

+1: Each opponent discards a card and loses 2 life.
−3: Gain control of target creature until end of turn. Untap it. It gains haste until end of turn. Sacrifice it at the beginning of the next end step if it has mana value 3 or less.
−8: Each opponent loses life equal to the number of cards in their graveyard.

Kitesail Corsair

This creature has flying as long as it's attacking.

Captain Lannery Storm

Haste
Whenever Captain Lannery Storm attacks, create a Treasure token. (It's an artifact with "{T}, Sacrifice this artifact: Add one mana of any color.")
Whenever you sacrifice a Treasure, Captain Lannery Storm gets +1/+0 until end of turn.

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.

Storm Fleet Swashbuckler

Ascend (If you control ten or more permanents, you get the city's blessing for the rest of the game.)
Storm Fleet Swashbuckler has double strike as long as you have the city's blessing.

Captain Storm, Cosmium Raider

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

Mountain

Coastal Piracy

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

The Belligerent

Whenever The Belligerent attacks, create a Treasure token. Until end of turn, you may look at the top card of your library any time, and you may play lands and cast spells from the top of your library.
Crew 3

Prosperous Pirates

When Prosperous Pirates enters, create two Treasure tokens. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")

Contract Killing

Destroy target creature. Create two Treasure tokens. (They're artifacts with "{T}, Sacrifice this artifact: Add one mana of any color.")

Captain's Hook

Equipped creature gets +2/+0, has menace, and is a Pirate in addition to its other creature types.
Whenever Captain's Hook becomes unattached from a permanent, destroy that permanent.
Equip {1}

Unknown Shores

{T}: Add {C}.
{1}, {T}: Add one mana of any color.

Hired Blade

Flash (You may cast this spell any time you could cast an instant.)

Island

Shipwreck Looter

Raid — When Shipwreck Looter enters, if you attacked this turn, you may draw a card. If you do, discard a card.

Swashbuckling

Enchant creature
Enchanted creature gets +2/+2 and has haste.

Adéwalé, Breaker of Chains

When Adéwalé enters, reveal the top six cards of your library. Put an Assassin, Pirate, or Vehicle card from among them into your hand and the rest on the bottom of your library in a random order.
Whenever a Vehicle you control deals combat damage to a player, you may return Adéwalé from your graveyard to your hand.

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.

Sleek Schooner

Crew 1 (Tap any number of creatures you control with total power 1 or more: This Vehicle becomes an artifact creature until end of turn.)

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.

Swamp

Jackdaw

Whenever Jackdaw deals combat damage to a player, you may discard your hand. If you do, draw a card for each artifact you control.
Crew 3

Swab Goblin

The Indomitable

Trample
Whenever a creature you control deals combat damage to a player, draw a card.
Crew 3
You may cast The Indomitable from your graveyard as long as you control three or more tapped Pirates and/or Vehicles.

Scry 1. (Look at the top card of your library. You may put that card on the bottom.)
Draw a card.

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.)

Grasping Scoundrel

Grasping Scoundrel gets +1/+0 as long as it's attacking.

Headstrong Brute

Headstrong Brute can't block.
Headstrong Brute has menace as long as you control another Pirate.

Mutiny

Target creature an opponent controls deals damage equal to its power to another target creature that player controls.

Dire Fleet Captain

Whenever Dire Fleet Captain attacks, it gets +1/+1 until end of turn for each other attacking Pirate.

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.

Trove Tracker

When Trove Tracker dies, draw a card.
Encore {5}{U}{U} ({5}{U}{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.)

Hijack

Gain control of target artifact or creature until end of turn. Untap it. It gains haste until end of turn.

Angrath, Minotaur Pirate

+2: Angrath, Minotaur Pirate deals 1 damage to target opponent or planeswalker and each creature that player or that planeswalker's controller controls.
−3: Return target Pirate card from your graveyard to the battlefield.
−11: Destroy all creatures target opponent controls. Angrath, Minotaur Pirate deals damage to that player equal to their total power.

Pirate's Cutlass

When this Equipment enters, attach it to target Pirate you control.
Equipped creature gets +2/+1.
Equip {2} ({2}: Attach to target creature you control. Equip only as a sorcery.)

Remote Isle

Remote Isle enters tapped.
{T}: Add {U}.
Cycling {2} ({2}, Discard this card: Draw a card.)

See Red

Enchant creature
Enchanted creature gets +2/+1 and has first strike.
At the beginning of your end step, if you didn't attack with a creature this turn, sacrifice See Red.

Highland Lake

Highland Lake enters tapped.
{T}: Add {U} or {R}.

Boarding Party

Haste
Cascade (When you cast this spell, exile cards from the top of your library until you exile a nonland card that costs less. You may cast it without paying its mana cost. Put the exiled cards on the bottom in a random order.)

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.)

Fiery Cannonade

Fiery Cannonade deals 2 damage to each non-Pirate creature.

Storm Fleet Spy

Raid — When this creature enters, if you attacked this turn, draw a card.

Dire Fleet Interloper

Menace
When Dire Fleet Interloper 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.

Spectral Sailor

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

Cancel

Breeches, Eager Pillager

First strike
Whenever a Pirate you control attacks, choose one that hasn't been chosen this turn —
• Create a Treasure token.
• Target creature can't block this turn.
• Exile the top card of your library. You may play it this turn.

Dire Fleet Warmonger

At the beginning of combat on your turn, you may sacrifice another creature. If you do, Dire Fleet Warmonger gets +2/+2 and gains trample until end of turn. (It can deal excess combat damage to the player or planeswalker it's attacking.)

Evolving Wilds

{T}, Sacrifice this land: Search your library for a basic land card, put it onto the battlefield tapped, then shuffle.