This is an Official Player's Guide from the Pirates Online Website.
Want to play a few hands of poker? Want to join the undead and battle in PVP? No matter where you are in the game, you can use the Lookout System to find other Pirates who want to engage in the same activity as you.
Open Lookout by clicking the Spyglass Button in your Sea Chest. Click on the activity you want:
The Lookout System will search all players in the game, looking for a match. When a match is found, a pop-up window will notify you. If you click JOIN, you and the Pirates you match up with will automatically be taken to your desired activity. You are free to continue adventuring while the Lookout System is searching for matches.