| 1. | an area of canvas or other fabric extended to the wind in such a way as to transmit the force of the wind to an assemblage of spars and rigging mounted firmly on a hull, raft, iceboat, etc., so as to drive it along. |
| 2. | some similar piece or apparatus, as the part of an arm that catches the wind on a windmill. |
| 3. | a voyage or excursion, esp. in a sailing vessel: They went for a sail around the island. |
| 4. | a sailing vessel or ship. |
| 5. | sailing vessels collectively: The fleet numbered 30 sail. |
| 6. | sails for a vessel or vessels collectively. |
| 7. | (initial capital letter ) Astronomy. the constellation Vela. |
| 8. | to move along or travel over water: steamships sailing to Lisbon. |
| 9. | to manage a sailboat, esp. for sport. |
| 10. | to begin a journey by water: We are sailing at dawn. |
| 11. | to move along in a manner suggestive of a sailing vessel: caravans sailing along. |
| 12. | to move along in a stately, effortless way: to sail into a room. |
| 13. | to sail upon, over, or through: to sail the seven seas. |
| 14. | to navigate (a vessel). |
| 15. | sail in or into, Informal.
|
| 16. | in sail, with the sails set. |
| 17. | make sail, Nautical.
|
| 18. | set sail, to start a sea voyage: We set sail at midnight for Nantucket. |
| 19. | trim one's sails, Informal. to cut expenses; economize: We're going to have to trim our sails if we stay in business. |
| 20. | under sail, with sails set; in motion; sailing: It was good to be under sail in the brisk wind and under the warm sun. |

trim one's sails
Modify one's stand, adapt to circumstances, as in His advisers told him to trim his sails before he alienated voters and bungled the election completely. This metaphoric expression alludes to adjusting a ship's sails to take full advantage of prevailing winds. [Late 1700s]