Seasoned Pirate Image

You sailed on a seafaring vessel for years. In that time, you faced down mighty storms, monsters of the deep, and those who wanted to sink your craft to the bottomless depths.  You have always loved the freedom of the open ocean and the mysteries that it brings.

  • As someone who has spent a lot of time on ships, you have Advantage when making checks related to ships/sailing. 
  • You also have Advantage on Survival checks that relate to navigation by the stars.
  • You learn the Find Path spell because of your perfect sense of direction.
  • You know Thieves Cant and one additional language

Feature: Ship’s Passage

When necessary, you can get a free ride for your team to travel. You may be on a ship that you used to play with, or you may have encountered another ship that you have met with you or a ship under the command of a fellow sailor.

Because you are asking for help, not employment, you can’t make an itinerary and schedule fully meet your requirements. The exact time to reach the destination will be determined by the DM.

As a reward for the free ride, you and your teammates must join the crew to help with the work.

Feature: Thieves Cant

Additionally, due to your many years of piracy you have associated with many thieves, some among your own crew, and have learned the thieve's cant, a secret mix of dialect, jargon, and code that allows you to hide messages in seemingly normal conversation. Only another creature that knows thieves’ cant understands such messages. It takes four times longer to convey such a message than it does to speak the same idea plainly.

In addition, you understand a set of secret signs and symbols used to convey short, simple messages, such as whether an area is dangerous or the territory of a thieves’ guild, whether loot is nearby, or whether the people in an area are easy marks or will provide a safe house for thieves on the run.

Feature: Bad Reputation

Wherever you go, people will be scared by your notoriety. When you are in a civilized community, you can be protected from subtle criminal charges, such as eating overlord meals in a pub or kick the door of a bad store, etc.. It just because people don’t dare to risk reporting your abuse to the authorities.

You have a tattoo on your forearm that identifies you as a pirate. All pirates have this tattoo. You have Advantage with Persuasion checks when talking to sea-faring folk (sailors, ship captains, harbourmasters etc), UNLESS they see your tattoo, in which case you have Disadvantage. However, if you are talking to another pirate and show them your tattoo, you have Advantage in Persuasion checks with them.

Seasoned Pirate Image

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