RICHARD: Oh, I always start my breakfast off with half a grapefruit.
LORELAI: Hm, do the Florida people know about you? Because Anita Bryant left this huge gap that has yet to be filled.
Anita Bryant (born 1940), previously mentioned. Singer who had a string of hits in the late 1950s and early 1960s, and was Miss Oklahoma 1958.
In 1969, she was chosen as the ambassador for the Florida Citrus Commission, with commercials featuring her singing Come to the Florida Sunshine Tree, and saying the tagline, “Breakfast without orange juice is like a day without sunshine”.
In 1977 she became a controversial figure as an anti-gay rights activist, leading a coalition of conservative Christians who wished anti-discrimination legislation to be repealed. They were successful, but earned the ire of gay-rights activists, who organised a ban against orange juice. She became an object of ridicule, and after her divorce in 1980, the Florida Citrus Commission allowed her contract to lapse. This is the “huge gap” that Lorelai suggests Richard might like to fill. It also seems to be another comment about censorship.