The colour of the sails may also be important. When we dream of sailing, we are highlighting how we feel we are handling our lives. We can either work with the currents or against them.
If we are sailing in a yacht there is more of a sense of immediacy than if we were sailing in a liner.
The former is more to do with one-to-one relationships, while the latter suggests a group effort. [1]
To be sailing with the wind means we are using opportunities to the best of our abilities. Because a boat or ship is usually thought of as feminine, the sails in dreams can represent pregnancy and fertility. By association, they can also signify how a woman will use her intellect. [2]