| The Ruby of the Sea Is the Best Lay Ever (A Critical Role Inspired Sea Shanty) | R. Morgan Slade | 1:14 | |
| Go Fuck The Queen | The Pirates Charles | 2:57 | |
| Stable Boy | Heather Alexander | 2:46 | |
| Seafarer's Medley: Rights of Man/the Rime of the Ancient Mariner/Ships Are Sailing/Cooley's/Black Pat's | The Dread Crew of Oddwood | 3:54 | |
| Rolling Down to Cuba | Pride of Bedlam | 1:49 | |
| Live to Rove Again (But How?) | Pyrolysis | 5:22 | |
| Hoist The Colours | Short Drag Roger | 3:15 | |
| Never Die Alone | Stormfrun | 3:16 | |
| Men of Harlech | Mark Rutherford | 1:42 | |
| John Kanaka | Ian Giles, John Spiers, Jon Bowden, Graham Metcalfe | 1:50 | |
| My Son John | John C. Reilly | 1:38 | |
| Dark Lady | Pride of Bedlam | 6:21 | |
| The Smugglers Song | The Captain's Beard | 4:19 | |
| Botany Bay | Blaggards | 3:30 | |
| Gentleman Soldier | The Merry Wives Of Windsor | 2:34 | |
| A Matlow Told Me | Salty Dick | 1:00 | |
| Pirate's Life | Pride of Bedlam | 2:01 | |
| Whisky is the Life of Man | Ian Giles, John Spiers, Jon Bowden, Graham Metcalfe | 1:36 | |
| Fuck You Up | Stormfrun | 3:32 | |
| I'll Neither Spin Nor Weave | The Makem Brothers | 2:45 | |
| Meat, Bread and Wine | The Dread Crew of Oddwood | 2:50 | |
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| 10,000 Miles Away | The Skullduggers | 3:24 | |
| Paddle Me Own Canoe | Waxies Dargle | 2:45 | |
| My Son John | The Teacups | 1:44 | |
| The First Of June | Jerry Bryant, Starboard Mess | 2:36 | |
| Come Out, Ye Black and Tans | The Maguire Brothers | 2:44 | |
| Libertalia | Ye Banished Privateers | 3:37 | |
| Laddie Are Ya Working? | Heather Alexander | 3:37 | |
| Space Shanty | Misbehavin' Maidens | 4:39 | |
| Goodbye, fare ye well | Ian Giles, John Spiers, Jon Bowden, Graham Metcalfe | 1:59 | |
| ADMIRAL BENBOW | Kimber's Men | 3:02 | |
| Lannigan's Ball | Pride of Bedlam | 3:14 | |
| Pleasant And Delightful | Jerry Bryant, Starboard Mess | 3:16 | |
| The Irish Battalion | David Kincaid | 4:57 | |
| All The Lads In Town | The Merry Wives Of Windsor | 2:31 | |
| Robin Hood and the Beggar Knight | Ken Theriot | 6:00 | |
| Pirate Heaven | Musical Blades | 3:40 | |
| A Rambling Rover | The Dubliners | 3:19 | |
| Dogger Bank | Bounding Main | 2:44 | |
| Roll Down | John Roberts, The Revels Chorus | 2:48 | |
| The Dirty Glass | Pride of Bedlam | 3:59 | |
| Pay what is due | Stormfrun | 3:05 | |
| The bonny ship the Diamond | Ian Giles, John Spiers, Jon Bowden, Graham Metcalfe | 2:26 | |
| Molasses | Schooner Fare | 3:13 | |
| Back Home in Derry | The Maguire Brothers | 4:21 | |
| The Derelict | Pride of Bedlam | 2:57 | |
| Dead Man's Song | Ye Banished Privateers | 3:23 | |
| Barrett's Privateers | Friends Of The Shipyard and Fisherman's Fayre | 4:13 | |
| This Night We Spend Ashore | Varend Volk | 3:27 | |