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Welcome to POTCO!
Not in this guild, but I could try to help answer the questions you've posted..
1) Level 15 sailing lets you purchase War Ships (i'm not sure which level for regular ships anymore). You need 20,000 for a War Sloop, 40,000 for a War Galleon, and 60,000 for a War Frigate.
2) Visit the Shipwright, press shift, and ask for repairs.
3) Not sure about pixie hollow.. but yes, you need to be unlimited access to purchase items from a shop.
4) Quests keep coming until you're done, but you can simply ignore them by going to your journal (J), then clicking the track quest button again.
5) No homes are in the game as of now, not sure if there will be in the future.
Hope that helps, and i'm not really sure what you mean in question 6. Welcome to POF again though!
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