The speaker in the song "Skylark" is asking the bird Skylark for guidance in finding their lost love. They seek out a picturesque valley and a blossomed lane, all while acknowledging the loneliness of Skylark's flight.

Meaning of "Skylark" by Dianne Reeves

"Skylark" reflects the yearning for connection and love that transcends physical distances. The speaker is pleading with the Skylark, a symbol of freedom and guidance, to lead them to a place where love and beauty exist. The imagery of a valley green with spring and a blossom-covered lane evokes idyllic settings that represent the speaker's desire for romance and happiness. Despite the doubt about whether Skylark can help find these things, the speaker's heart relies on the bird's wings to navigate the search. The loneliness and melancholy of the Skylark's flight mirrors the speaker's own feelings of longing and searching for love. The music in the night, described as wonderful but fleeting, captures the fleeting nature of love and beauty. Overall, "Skylark" explores the themes of love, longing, and the pursuit of happiness in the face of uncertainty.