Naples Big Band: The Chairman & The Divas

The Chairman & The Divas — An Evening of Sinatra & The Ladies of Jazz

He was the Chairman of the Board. They were the queens of the stage. Together, they defined an era. The Chairman & The Divas is a tribute to the incomparable Frank Sinatra and the extraordinary women who ruled alongside him—Peggy Lee, Ella Fitzgerald, Billie Holiday, and more.

The Naples Big Band brings their music roaring back to life, capturing the cool sophistication of Sinatra’s iconic style alongside the fire, wit, and soul of jazz’s greatest female voices.

From Fly Me to the Moon to Fever, from My Way to Why Don’t You Do Right, this glittering celebration of musical legends will leave you breathless.

With a dance floor set for the evening, you can sit back and enjoy the music or dance the night away to some of the greatest songs in American music.

About the Naples Big Band
Celebrating decades of live music in Southwest Florida, the Naples Big Band has been delighting audiences since 2004 and is dedicated to preserving the swing-era sound.

The Naples Big Band is a vibrant 18-piece orchestra made up of seasoned musicians and educators who have performed with legends such as The Four Tops, The Temptations, Bob Hope, and Liberace, toured nationally, and even graced stages from Carnegie Hall to Walt Disney World. The ensemble features powerhouse brass, and versatile woodwinds. Many members are retired band directors, professional recording artists, and accomplished soloists who now call Southwest Florida home, united by their passion for preserving the swing era’s golden sound and supporting the next generation of young musicians through scholarships and education.