I'm an ok player, not great at all. I did the sloop today and cleaned up. To play solo sloop, be smart. I thought I would share my tactics for those who are hesitant to play solo.
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When doing a voyage, don't pull out that shovel until you check the area for ships. When your comfy, dig dig dig.
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Don't get greedy, go back immediately to the outpost you came from checking all the time for a ship docked and cash in small loads.
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Look for the skull in the sky. If it's lit up, most likely all Galleons are heading there, so get to your voyages, always looking for those "where did he come from" sloops.
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Visit shipwrecks all the time. I found 3 chests and a skull on 1 shipwreck.
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Most important point of all!!!! If you see another ship, even a sloop near where you want to go, turn away, even in the opposite direction. Go have a Corona on a small island somewhere until the boat is gone. Turning away from another boat is a universal message saying "I don't want to fight". If they see you aimed even close in their direction, they will come!
Frequent quick hauls and taking your time is the key. Don't worry if you haven't put that first shovel in if your ship is empty and your about to be engaged in battle. Use that opportunity to practice your PVP skills.
My haul today was 24 chests and 2 skulls. I only had 1 sloop battle that I eventually won, but I did lose 2 chests in the exchange.
Finally, just have fun with the game. Don't get too serious. If a big Galleon comes up on you, stand in view and wave. If your sunk, remember, none of those people were hugged as a child, so you still win!
Maybe i'm full of c**p, but it worked for me. Enjoy the game folks!
