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.)

Prying Blade

Equipped creature gets +1/+0.
Whenever equipped creature deals combat damage to a player, create a Treasure token. (It's an artifact with "{T}, Sacrifice this token: Add one mana of any color.")
Equip {2} ({2}: Attach to target creature you control. Equip only as a sorcery.)

Rishadan Airship

Flying
This creature can block only creatures with flying.

Thriving Isle

This land enters tapped. As it enters, choose a color other than blue.
{T}: Add {U} or one mana of the chosen color.

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, this creature has hexproof and can't be blocked.

Kitesail Corsair

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

Dreamcaller Siren

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

Warkite Marauder

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

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.)

Crafty Cutpurse

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

Storm Fleet Aerialist

Flying
Raid — This creature enters with a +1/+1 counter on it if you attacked this turn.

Verity Circle

Whenever a creature an opponent controls becomes tapped, if it isn't being declared as an attacker, you may draw a card.
{4}{U}: Tap target creature without flying.

Shimmer Dragon

Flying
As long as you control four or more artifacts, this creature has hexproof. (It can't be the target of spells or abilities your opponents control.)
Tap two untapped artifacts you control: Draw a card.

Prosperous Pirates

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

Azure Fleet Admiral

When this creature enters, you become the monarch.
This creature can't be blocked by creatures the monarch controls.

Captain's Hook

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

Cobbled Wings

Equipped creature has flying.
Equip {1} ({1}: Attach to target creature you control. Equip only as a sorcery.)

Skyship Plunderer

Flying
Whenever this creature 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.

Pursued Whale

When this creature enters, each opponent creates a 1/1 red Pirate creature token with "This token can't block" and "Creatures you control attack each combat if able."
Spells your opponents cast that target this creature cost {3} more to cast.

Gleaming Barrier

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

Daring Saboteur

{2}{U}: This creature can't be blocked this turn.
Whenever this creature deals combat damage to a player, you may draw a card. If you do, discard a card.

Merchant Raiders

Whenever this creature 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 this creature.

Open into Wonder

X target creatures can't be blocked this turn. Until end of turn, those creatures gain "Whenever this creature deals combat damage to a player, draw a card."

Deadeye Quartermaster

When this creature enters, you may search your library for an Equipment or Vehicle card, reveal it, put it into your hand, then shuffle.

Flood of Tears

Return all nonland permanents to their owners' hands. If you return four or more nontoken permanents you control this way, you may put a permanent card from your hand onto the battlefield.

Vivid Creek

This land enters tapped with two charge counters on it.
{T}: Add {U}.
{T}, Remove a charge counter from this land: Add one mana of any color.

Lonely Sandbar

This land enters tapped.
{T}: Add {U}.
Cycling {U} ({U}, Discard this card: Draw a card.)

Keep Watch

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.

Island

Fell Flagship

Pirates you control get +1/+0.
Whenever this Vehicle deals combat damage to a player, that player discards a card.
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.)

Kitesail Skirmisher

Flying
Whenever this creature 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.)

Spectral Sailor

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