text: In May 2005, Botti was invited to perform at Oprah Winfrey's Legends Ball weekend honoring her African American heroines. In 2006, Billy Childs, Gil Goldstein & Heitor Pereira won the Grammy for Best Instrumental Arrangement Accompanying Vocalist(s): "What Are You Doing the Rest of Your Life?" (Chris Botti & Sting) from Botti's album To Love Again – The Duets. 2006 also marked his first PBS collaboration, Chris Botti Live: With Orchestra and Special Guests, released in early 2006. The CD and platinum-certified DVD included duets with Sting, Burt Bacharach, Gladys Knight, Jill Scott and Renee Olstead.
  On September 25, 2007, Botti released an album entitled Italia. The album places focus on Botti's Italian roots through such songs as "Venice", "Estaté", and the title track "Italia", on which he partnered with Andrea Bocelli. In December 2007, the album was nominated for the Grammy Award for Best Pop Instrumental Album. Botti also performed the song with Bocelli during the 2007 edition of the Teatro del Silenzio, which was released on DVD titled Vivere Live in Tuscany in 2008.
  Early in 2009, Botti released his second CD/DVD PBS project, Chris Botti In Boston. Performing with the Boston Pops Orchestra, Botti shared the stage with Yo-Yo Ma, Steven Tyler, Josh Groban, Katharine McPhee, John Mayer, Sting, and others.