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11 Rolling Down to Old Maui is one of the traditional sea shanties featured on the official Windrose Original Soundtrack, and one of the songs the crew can sing at the helm. It is a whaling shanty, and it appears on the soundtrack in both a shorter trailer cut and a longer full version.
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33 Track Facts
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55 DetailValueTrack titleRolling Down to Old MauiTypeSea shanty (traditional whaling song, arranged for the game)VocalsSean DagherProductionKraken Express audio team (in house arrangement)Versions on OSTTrailer Version (about 1:15) and Full Version (about 1:29)In game useHelm shanty, triggered with B while sailing
66 On the Soundtrack
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88 The track is part of the Windrose: Original Soundtrack, a 35 track, three disc collection covering the game's ambient music and its shanty rotation. It released with the April 14, 2026 Early Access launch as a standalone add on and inside the Supporter Bundle. Vocals on the shanty tracks are credited to Sean Dagher, with arrangements by the Kraken Express audio team. Rolling Down to Old Maui is one of the songs listed twice, as a trailer cut and as a full performance.
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1010 Origin
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1212 "Rolling Down to Old Maui," sometimes written "Rolling Down the Old Maui," is a traditional American whaling shanty from the Pacific whaling era of the nineteenth century. It captures a crew's anticipation of reaching the Hawaiian Islands after a long, cold voyage, treating Maui as a symbol of rest, warmth, and home. That longing for warm waters sits well against Windrose's tropical Caribbean setting, which is part of why it earns a place in the rotation. The arrangement in game is the team's own recording of the public domain song.
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1414 In Game
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1616 Like every track in the shanty rotation, this song is tied to the helm rather than to a menu. Take the wheel of a ship and press B while under sail to start a shanty. The NPC crew on deck join in on the chorus, singing along while you steer between islands. Playback is diegetic: the song comes from the crew on your own deck, so it fades naturally with distance and stops if you leave the helm.
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1818 Shanties yield priority to combat. The moment a fight begins the crew breaks off so the naval cannons and boarding actions can be heard clearly, and the singing resumes once the engagement ends. Outside of combat the track can be re-triggered freely on any voyage, which makes it a low-cost way to set the mood on a long crossing.
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2020 Notes
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2222 A whaling song by origin, it leans on the contrast between long voyages and the warm islands waiting at the end, a throughline across the soundtrack's shanty picks.Listed in two cuts on the soundtrack, a trailer version and a full version, so length varies between the two.As with the rest of the rotation, it is a traditional song re recorded for the game, not a licensed outside track.
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2424 See Also
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2626 Sea Shanties: the full shanty rotation and how the system worksSean Dagher: the vocalist who performs the shantiesNaval Combat: why the singing pauses mid-fightNPC Crew: the deckhands who sing along at the helmWind and Sailing: steering between islands while a shanty plays