I think this song is likely about Milo's wife. Now that he's always working all the time and there's the kids to worry about, he doesn't feel as close to her as he used to but he still wants to. He wants things to be like they were when their lives were free and carefree still. Anchor Grill is probably a place of special significance between them, maybe where they used to go on dates or something? Anyways, it's a great song.
I think this song is likely about Milo's wife. Now that he's always working all the time and there's the kids to worry about, he doesn't feel as close to her as he used to but he still wants to. He wants things to be like they were when their lives were free and carefree still. Anchor Grill is probably a place of special significance between them, maybe where they used to go on dates or something? Anyways, it's a great song.