The Fleet of Fortune is probably the fastest and least risky world event to have the coveted Chest of Fortune thus far.
The event can be completed in about 10 minutes if your skeleton ship sinking strategy is well executed.
I’ve noticed that if I dive for an Ashen Winds raid voyage and complete it (takes less than 5 minutes) there is a very high likelihood that the Fleet of Fortune will spawn as the next active world event.
Since you dove to the Ashen Winds raid voyage there’s also a high likelihood that the server you landed on is underpopulated.
I always choose the Athena variant of the Ashen Winds raid voyage because I am still working on reaching reputation 100 in AF but I don’t think it matters what company you choose.
Anyway so if you want to grind Chest of Fortunes this season I highly recommend this method. I personally am way behind on selling the coveted chest as I typically play solo, and forts whether it be a Fort of Fortune or Fort of the Damned tend to take longer to complete than a fleet and thus are more risky.
I just finished a session where I did it three times in a row and was never contested by another crew. That’s not to say you won’t get contested but using this method seems to result in less risk of being contested.
Just one more tip, if you surface for the Ashen Winds raid voyage at an island far away from the center of the map such as Marauder’s Arch or Devil’s Ridge it’s probably best to scuttle and change seas and try again.
You want an Ashen Winds closer to the center of the map such as Wanderer’s Refuge or Shipwreck Bay.
Also, don’t sell the Ashen Winds loot just yet; sail straight to the Fleet instead. This is so you can get to the Fleet of Fortune asap again to reduce your risk of being contested.
I tend to sell everything to the Sovereigns at Daggertooth because you can check that outpost for ships from the fleet area. So if there are no ships there I go there. Second best option is Port Merrick and third best is Sanctuary.
Good luck and fair winds pirates!