Here is the full list of all 44 A Pirate's Pleasure achievements.
For successfully commandeering the merchant ship.
For saving Captain Bellamy from the suspicious guard.
For saving your comrades from the Spanish.
For protecting the fort and saving the island as a whole.
For choosing to save yourself above all others in the battle with the Spanish.
For successfully convincing Lord Eden to indulge in a bit of rum.
For convincing the merchant captain to part with the secret stash and preventing Barton from squandering it.
For turning Addison over to the people in his hold.
For leaving Addison to explain his losses and effectively ruining him.
For turning Addison over to the proper authorities.
For twirling around the streets of Nassau with Captain Black.
For appreciating the unique beauty of Nassau with Caleb Wren.
For choosing to aid the governor and escort the galleon to safety.
For agreeing to partner with the Clio to take the treasure for yourselves.
For deciding to take the galleon's treasure all for yourself.
For forsaking both pirates and governor and leaving the whole galleon mess behind.
For sharing your provisions with John Mott.
For declining to share your provisions with John Mott and keeping them for yourself.
For convincing Nathaniel Black to take the governor's pardon.
For successfully convincing Jaha to share her water with you.
For sharing a night of passion with Caleb Wren.
For sharing a night of passion with Nathaniel Black.
For sharing a night of passion with Alexander Eden.
For allowing John Mott to stay on your crew.
For banishing John Mott from the Caribbean.
For successfully winning John Mott over and ending his campaign for the captaincy.
For convincing your potential adversary to give you back the goddess.
For putting the fear of you into your crew.
For winning the love and admiration of your crew.
For successfully getting past Mr. Wren.
For successfully taking the icon back from your adversary.
For choosing to give the icon to Spain.
For facing the goddess's test and prevailing.
For failing to pass the goddess's test.
For retuning the goddess where she belongs.
For finding true love with Alexander Eden.
For finding true love with Nathaniel Black.
For finding true love with Caleb Wren.
For inspiring Rose to go back to Ireland and fight for her people.
For inspiring Rose to become a leader worthy of her people's respect.
For inspiring Rose to choose a life of piracy and fun.
For accepting the governor's pardon and leaving your life of crime.
For winning the battle for Nassau.
For leaving the Caribbean behind in favor of friendlier shores.