Storm Fleet Aerialist

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

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.

Storm Fleet Spy

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

Kitesail Corsair

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

Island

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.

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.

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.)

Sailor of Means

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

Sea Legs

Flash
Enchant creature
Enchanted creature gets +0/+2 as long as it's a Pirate. Otherwise, it gets -2/-0.

Deadeye Rig-Hauler

Raid — When this creature enters, if you attacked this turn, you may return target creature to its owner's hand.

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.

Lookout's Dispersal

This spell costs {1} less to cast if you control a Pirate.
Counter target spell unless its controller pays {4}.

Prosperous Pirates

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