: Target creature you control with toughness 2 or less gains flying until end of turn. Flip a coin at the beginning of the next end step. If you lose the flip, sacrifice that creature.

As long as Kitesail Apprentice is equipped, it gets +1/+1 and has flying.

Kitesail Corsair has flying as long as it's attacking.

Flying, ward

When Kitesail Larcenist enters the battlefield, 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 ", Sacrifice this artifact: Add one mana of any color" and lose all other abilities.

Flying

Whenever Kitesail Skirmisher attacks, another target creature attacking the same player or planeswalker gains flying until end of turn.

Encore (, 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.)