| Chapter | | Page |
| I | “After You, Pilot” | 1 |
| II | Getting Ready | 16 |
| III | Jack—Chief Boatswain’s Mate | 28 |
| IV | All Hands Aboard! | 40 |
| V | The First Forenoon at Anchor | 56 |
| VI | Sports by Land and Water | 67 |
| VII | Under Way for Marblehead | 81 |
| VIII | The Salem Fire | 92 |
| IX | Scouts to the Rescue | 103 |
| X | In Marblehead Harbor | 113 |
| XI | Dick’s Confession | 126 |
| XII | Another Meeting of the Club | 140 |
| XIII | A Green Hand | 148 |
| XIV | The Key of the Keelson | 158 |
| XV | Seasickness | 168 |
| XVI | The Commandant’s Inspection | 185 |
| XVII | Storm-Bound at Provincetown | 194 |
| XVIII | A Clearing Sky and a Fresh Start | 208 |
| XIX | A Rescue | 222 |
| XX | Vineyard Haven | 237 |
| XXI | Disrating and Promotion | 249 |
| XXII | Friendly Things and a New Point of View | 259 |
| XXIII | The Four Square Club | 271 |
| XXIV | A Guest of the Club | 282 |