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.

Spectral Sailor

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

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.

Curiosity

Enchant creature
Whenever enchanted creature deals damage to an opponent, you may draw a card.

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.

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.)

Curious Obsession

Enchant creature
Enchanted creature gets +1/+1 and has "Whenever this creature deals combat damage to a player, you may draw a card."
At the beginning of your end step, if you didn't attack with a creature this turn, sacrifice Curious Obsession.

Mask of Riddles

Equipped creature has fear. (It can't be blocked except by artifact creatures and/or black creatures.)
Whenever equipped creature deals combat damage to a player, you may draw a card.
Equip {2}

Siren Stormtamer

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

Snake Umbra

Enchant creature
Enchanted creature gets +1/+1 and has "Whenever this creature deals damage to an opponent, you may draw a card."
Umbra armor (If enchanted creature would be destroyed, instead remove all damage from it and destroy this Aura.)

Ophidian Eye

Flash (You may cast this spell any time you could cast an instant.)
Enchant creature
Whenever enchanted creature deals damage to an opponent, you may draw a card.

Sixth Sense

Enchant creature
Enchanted creature has "Whenever this creature deals combat damage to a player, you may draw a card."

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.

Combat Research

Enchant creature
Enchanted creature has "Whenever this creature deals combat damage to a player, draw a card."
As long as enchanted creature is legendary, it gets +1/+1 and has ward {1}. (Whenever enchanted creature becomes the target of a spell or ability an opponent controls, counter it unless that player pays {1}.)

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.

Kydele, Chosen of Kruphix

{T}: Add {C} for each card you've drawn this turn.
Partner (You can have two commanders if both have partner.)

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.

Mask of Memory

Whenever equipped creature deals combat damage to a player, you may draw two cards. If you do, discard a card.
Equip {1} ({1}: Attach to target creature you control. Equip only as a sorcery.)

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.")

Dire Fleet Poisoner

Flash
Deathtouch
When Dire Fleet Poisoner enters, target attacking Pirate you control gets +1/+1 and gains deathtouch until end of turn.

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.")

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.

Keen Sense

Sleeper's Robe

Enchant creature
Enchanted creature has fear. (It can't be blocked except by artifact creatures and/or black creatures.)
Whenever enchanted creature deals combat damage to an opponent, you may 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.

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.

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.)

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.

Amphin Mutineer

When Amphin Mutineer enters, exile up to one target non-Salamander creature. That creature's controller creates a 4/3 blue Salamander Warrior creature token.
Encore {4}{U}{U} ({4}{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.)

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.

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.)

Storm Fleet Aerialist

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