The ring features a crowned rampant lion with three stars, the Sinatra family crest from Sicily. Frank Sinatra commissioned 12 copies of his own gold pinky ring featuring the Sinatra family crest to give to close friends and family members. The Sinatra Family gave one of these commissioned copies to Tony Bennett as a gift of thanks on the occasion of the establishment of the Frank Sinatra School of the Arts, a New York City public high school founded by Bennett and his wife Susan Benedetto in Astoria, Queens.

A typed letter signed with autograph postscript, one page, on Martin Luther King, Jr. personal stationery, dated April 5, 1965, mounted to a white cardboard backing. Together with original transmittal envelope with printed return address for Martin Luther King, Jr. 332 Auburn Avenue, N. E. Atlanta Georgia, printed on verso. The envelope is addressed to Mr. Tony Bennett at his Englewood, New Jersey home and it is postmarked April 12, 1965 from Atlanta, Georgia.

A “Ripple of Hope” honoree statuette featuring a sculptural image of RFK presented to Bennett in 2014. The plaque reads, "For Tony / Who, like Bobby, also makes gentle / the light of the world / Ethel [Kennedy, widow of RFK]." The bronzed metal statuette, signed and dated on the back "Bert 68," sold for $6,500, over three times its estimate of $200

A bronze portrait bust of Harry Belafonte, sculpted by Bennett, is mounted to a base with a plaque reading, "The Patriot / Benedetto / 2013," sold for $7,800, over seven and half times its estimate of $1000.

Sheet music for the song "Body and Soul" as performed by Tony Bennett and Amy Winehouse on the 2011 album Duets II, sold for $7,800, over seven and a half times its estimate of $1000.

Bennett’s original pencil drawing of Lady Gaga from the "Love For Sale" album cover sold for $19,500, six and a half times its estimate.

Cartier 18K Rose Gold "Cle De Cartier" from Lady Gaga sold for $45,500, six and a half times its estimate of $7,000.

Bennett’s original oil on canvas impressionist-style painting, “After Monet’s Gardens,” one in a series of paintings of Monet's Gardens, was framed and sold for $26,000, six and a half times its estimate $4000.

The “75th Birthday Book of Extraordinary Letters,” which contains over 100 Pieces written by Martin Scorsese, Presidents Gerald Ford, Jimmy Carter, Bill Clinton, George Bush, Madonna, Elton John, and more, sold for $19,500, two times its estimate of $8000.

"80th Birthday Book of Sheet Music" inscribed By "Duets" album musicians sold for $19,500, over four and a half times its estimate of $4000.

Bennett’s original "Charlie Parker" watercolor painting sold for $13,000, six and a half times its estimate of $600.

Bennett’s original “Central Park West” watercolor painting sold for $10,400, seven times its estimate of $1500.

A Joe DiMaggio signed portrait baseball sold for $5,200, over five times its estimate of $300.