Sinatra appeared in a 2006 episode of Family Guy, "Brian Sings and Swings" (Season 4, Episode 19) where he was introduced as the "Member of The Board". He performs several tunes during the show, accompanied by Stewie and Brian. During the ending credits, he sings the Family Guy theme song. He also recorded a commentary for its DVD release. He returned in a 2008 episode, "Tales of a Third Grade Nothing", where he sang with Brian again, with Stewie returning as a sideline investor supporting the duo. In a sly reference to the lenient prison terms handed down to the perpetrators of Sinatra's kidnapping, Peter receives a 7-day jail sentence for setting a children's hospital on fire.
In 2006, Sinatra released an album entitled That Face! including the songs "You'll Never Know" and the self-penned song Spice.A fifteen-minute song/monologue composed by Sinatra in 1976, Over the Land, is now housed in the National Archives. It evokes the memory of the nation's flag, and its experiences since the War of 1812.
Confirming that Sinatra was there, Aunt Dorothy told PEOPLE, "He's doing okay. He had a big setback. Let's just say it's very similar to what his grandfather went through with Ava Gardner. He's been having a very tough time. He's doing better now. We think he'll pull through.
Audiences honored Frank and his 36-piece orchestra with numerous standing ovations during all three of his sold-out shows at Sands Hotel Casino in October of ’98. In his first Atlantic City appearance since his father’s death, Frank delighted the house by commemorating “Ol’ Blue Eyes: in a unique setting created by special blue lighting, an ethereal voice-over and the presence of featured guest Bill Miller, Frank Sr.’s pianist for close to fifty years, Thereafter Frank performed several of his father’s favorite songs. The stunning magical segment had fans cheering their appreciation and critics commending Franks’ imagination and class. Due to the tremendous success of this unforgettable performance, Bill Miller is now a permanent member of Frank Jr.’s orchestra.