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This is an Official Player's Guide from the Pirates Online Website.
All credit goes to Pirates Online. This is merely a resource guide.

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While walking and sailing ships are the most common way to travel, there are many transportation options available to help you get around the islands:

Stowaway

While walking and sailing ships are the most common way to travel, there are many transportation options available to help you get around the islands:

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Dockworkers will help smuggle you aboard a ship that is heading to one of the main islands of Port Royal, Tortuga, Padres del Fuego, and Cuba.







To become a stowaway, approach a Dockworker, and request passage. Dockworkers can be found on the main dock of the islands.

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Look for this icon above the head of the Dockworker.






A Dockworker will then crate you up as cargo and stow you away on the next ship bound for the port city of your choosing. Stowing away will cost you a bit of gold, depending on your destination, but your journey is guaranteed to be a safe one. We still recommend you learn to sail as soon as you’re able – in Captain Jack Sparrow’s words – “it’s your freedom.”

Ships

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Ships will carry you only as fast as the wind blows. You will get your first ship, a Light Sloop when Elizabeth Swann sends you on a special quest. This ship is enough to get you around the Caribbean, but because it only has two cannons, you will be extremely vulnerable. As soon as possible, you'll want to buy a bigger, better ship from a Shipwright. Learn more about Ships.

Teleportation

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The voodoo mystics and gypsies of the islands have devised a magical way for Pirates to get around the islands -- it’s called teleporting and it’s the quickest way to travel around the Caribbean. You’ll get your first Teleport Totem from Lucinda the gypsy on Port Royal when you complete a quest for her.

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