"Dreamboat Annie" by Heart is a song about a woman named Annie who is a dreamer. The lyrics suggest that Annie is embarking on a journey, possibly leaving her current life behind, in search of her dreams. The song begins with Annie setting off into the sun, riding on "diamond waves." This imagery symbolizes her optimism and hopefulness. The warm wind caressing her represents the presence of a lover or someone who supports her dreams. As Annie walks down the city sidewalk, she is surrounded by a crowd, yet she feels lonely and disconnected. The lyrics imply that people around her don't understand her dreams or the dreams themselves are seen as unrealistic. The "sad faces painted over with magazine smiles" refer to the superficiality and lack of genuine connection in society. Annie is determined to go somewhere, a place where she can pursue her dreams. The line "won't be back for a while" suggests that she may be leaving everything behind to embark on this new adventure. Overall, "Dreamboat Annie" is a song that celebrates the courage and determination of a dreamer. It reflects the struggles and sacrifices one may face in pursuit of their dreams, as well as the isolation that can come with having a different mindset than those around you.