| SAILOR | Shipman's dilemma, to sail or not to sail? |
| CIRCUMNAVIGATE | To sail or fly completely around (14) |
| HEAVE | "Yo-___-ho!" (shipman's chant) |
| CONUNDRUM | Dilemma to rip off the foreign instrument (9) |
| MELODRAMATIC | Theatrical actor with dilemma to be resolved |
| UPANCHOR | In dock, a Navy's first short task to prepare to sail? |
| WEIGHANCHOR | Who in charge needs a new order to get ready to sail? (5,6) |
| RIVERWORTHINESS | Fit condition to sail? In short, views err at sea (15) |
| SHIPSHAPE | Orderly fit to sail? |
| PARA | Start to sail? |
| SEVENSEAS | Somewhere to sail? |
| EYELET | An aperture, cringle or grommet for the passage of cord, lace or ribbon in a boot, corset or sail; or, one of a series of embroidered holes in broderie anglaise (6) |
| FLAP | A motion or sound of a flag, sail or a bird's wing; a hinged leaf of a table; a pet door; a loose pendant part of an envelope or a tent, for example; a large broad mushroom; or, a fluster/tizz (4) |
| CLEW | Lower corner of a sail; or, a ball of thread used to guide one through a labyrinth or maze (4) |
| RAGS | Scraps or oddments of cloth for making rugs and dolls, curling the hair or cleaning; informal word for tabloids; sails or tattered clothes; or, herds of colts (4) |
| WINDMILL | A building with sails or vanes generating power to grind grain into flour; or, a toy whirligig or pinwheel, suggestive of said aerogenerator (8) |
| BIJOU | Desirable to hoist sail - or undesirable initially? |
| YACHTS | Vessels propelled by sail or power, used for pleasure or racing (6) |
| FURL | To roll up a sail, or an umbrella! |
| SAILORS | Set sail? Or SMS those at sea for directions (7) |
