| ACT 1 | 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 | 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 |