| ACT 1 |
| Song List | | Sung By |
| Big Old River | | Ensemble |
| Stand Around the Band | | Winfield Carter, Delta Rhythm Boys and Ensemble |
| Old Love and Brand New Love | | Roy Baggott, Winfield Carter and Lily Valentine |
| Growing Pains | | Pilot Meriwether |
| We Sail the Ocean Blue | | Sailors |
| I'm Called Little Buttercup | | Mrs. Paradise and Delta Rhythm Boys |
| A Maiden Fair to See | | Roy Baggott and Sailors |
| I Am the Captain of the Pinafore | | Winfield Carter and Sailors |
| Sorry Her Lot | | Lily Valentine, Penny Paradise and Henny Paradise |
| Over the Bright Blue Sea | | Ensemble |
| I Am the Monarch of the Sea | | Pilot Meriwether and Ensemble |
| The Ruler of the Queen's Navee | | Pilot Meriwether |
| The Nightingale, the Moon and I | | Roy Baggott |
| ACT 2 |
| Song List | | Sung By |
| The Gilbert & Sullivan Blues | | Chloe |
| Farewll, My Own | | Pilot Meriwether, Roy Baggott and the Beer Garden Four |
| Fair Moon | | Winfield Carter, Delta Rhythm Boys and Ensemble |
| Love or Reason | | Lily Valentine, Penny Paradise and Henny Paradise |
| Things Are Seldom What They Seem | | Pilot Meriwether and Winfield Carter |
| Trial By Jury | | Pilot Meriwether, Winfield Carter, Melissa Carter, Mr. Finch, Gabriel and Ensemble |
| The Nightingale, the Moon and I (Reprise) | | Roy Baggott, Lily Valentine and Ensemble |
| Old Love and Brand New Love (Reprise) | | Delta Rhythm Boys and Ensemble |
| A-Many Years Ago | | Mrs. Paradise and Delta Rhythm Boys |
| Ring the Merry Belles | | Pilot Meriwether |