These are screenshots of each flag location. The sequence is simply the order it was completed by me. I had challenges reaching Thorval and Moulansul (as I was low level when the season event was published), so those were completed last.

There are a total of 25 flags for this event. Players can complete the event at any time, as long they have started the event quest when it was first released (Oct 2021).

Some flags can only be found at a specific time period, or weather condition.

• Morning = 4 to 7 am game time
  
• Evening = 7 to 10 pm game time

Count: 01
Location: Kortombe Town
Time: Morning
Weather: Any

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Count: 02
Location: Leviathan Hills
Time: Any
Weather: Any

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Count: 03
Location: Manynotes Forest
Time: Any
Weather: Any

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Count: 04
Location: Knights Hills
Time: Morning
Weather: Any

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Count: 05
Location: Ridhand'hok Hills
Time: Morning
Weather: Any

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Count: 06
Location: Silly Summit
Time: Evening
Weather: Any

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Count: 07
Location: Wellnear Plain
Time: Night
Weather: Any

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Count: 08
Location: Larcen Pier
Time: Evening
Weather: Any

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Count: 09
Location: Rismouskan Woodlands (north of Claw Marquee)
Time: Night
Weather: Any

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Count: 10
Location: Golden Plateau
Time: Any
Weather: Any

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Count: 11
Location: Salamander Marshes
Time: Any
Weather: Rain

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Count: 12
Location: Eligratine Cave
Time: Any
Weather: Any

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Count: 13
Location: Raven Marsh
Time: Evening
Weather: Any

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Count: 14
Location: Snake Valley
Time: Night
Weather: Any

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Count: 15
Location: Valeros Plain
Time: Day
Weather: Any

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Count: 16
Location: Plain of the Troubadour (south of Argent Plateau)
Time: Morning
Weather: Rain

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Count: 17
Location: Thousandshirts Plain (east of Enorwen Portal)
Time: Morning
Weather: Any

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Count: 18
Location: Chimeric Plain
Time: Any
Weather: Any

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Count: 19
Location: Irlandun Canyon (near Claw Marquee)
Time: Any
Weather: Rain

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Count: 20
Location: Altamire Cave
Time: Any
Weather: Any

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Count: 21
Location: Shimmering Valley
Time: Any
Weather: Rain

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Count: 22
Location: Lovers Plain
Time: Any
Weather: Rain

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Count: 23
Location: Thorval Plain
Time: Day
Weather: Any

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Count: 24
Location: Hordulk'hos Tomb (entrance near Golden Plateau)
Time: Any
Weather: Any

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Count: 25
Location: Moulanasul Island
Time: Evening
Weather: Any

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• 15 Fantoblue of the Somberseason (Dye)
  
• 15 Orange of the Somberseason (Dye)
  
• 15 Sombered of the Somberseason (Dye)
  
• Darkbranch (Minion)

- - End of Somberseason - -