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, 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.

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.

Shore Up

Target creature you control gets +1/+1 and gains hexproof until end of turn. Untap it. (It can't be the target of spells or abilities your opponents control.)

Gleaming Geardrake

Flying
When Gleaming Geardrake enters, investigate. (Create a Clue token. It's an artifact with "{2}, Sacrifice this artifact: Draw a card.")
Whenever you sacrifice an artifact, put a +1/+1 counter on Gleaming Geardrake.

Captain Storm, Cosmium Raider

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

Island

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.")

Mountain

Spirebluff Canal

Spirebluff Canal enters tapped unless you control two or fewer other lands.
{T}: Add {U} or {R}.

Staunch Crewmate

When Staunch Crewmate enters, look at the top four cards of your library. You may reveal an artifact or Pirate card from among them and put it into your hand. Put the rest on the bottom of your library in a random order.

Cavern of Souls

As Cavern of Souls enters, choose a creature type.
{T}: Add {C}.
{T}: Add one mana of any color. Spend this mana only to cast a creature spell of the chosen type, and that spell can't be countered.

Shivan Reef

{T}: Add {C}.
{T}: Add {U} or {R}. Shivan Reef deals 1 damage to you.

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.