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Bob Leary

Bob LearyBob has been a Banjo King on Main Street at Disney World; the band leader and performer at Rosie O’Grady’s in Orlando; and was a featured act and band leader, on the Mississippi Queen and the American Queen steamboats on the Mississippi river.

He’s had the honor of recording several CD’s with Woody Allen’s musical director, Dick Hyman, in New York; and singing and playing on more than 100 recordings with many of the most famous names in Dixieland music.

For the past 8 years, Bob has been a featured All-Star for the JazzFest at Sea, and the Jazzdagen, cruises. He has played jazz festivals in Tahiti, Germany, Holland, France, Britain, Canada, and the Caesarea Jazz Festival in Israel. In 2013, he’ll be working at jazz festivals around the United States, as an All-Star; with the Jim Cullum Band, and with The Midiri Brothers.

When he’s not traveling, Bob is based in Naples, Florida. He has performed onstage with the traveling company of Chicago(at the Naples Philharmonic Hall); played Hello, Dolly! (at the Barbara B. Mann Center in Fort Myers) with Carol Channing; and has also played several other Broadway shows, including: The Boyfriend, and the Three Penny Opera. After playing banjo, guitar, and uke for Thoroughly Modern Millie in the summer of 2009, he became a regular band member at the Sugden Theater of Naples for several seasons; playing Annie, Joseph and The Technicolor Dreamcoat, and 42nd Street.

He also lends his talent to the most popular band leaders in Southwest Florida, and performs regularly at the Naples Ritz-Carlton, the Royal Poinciana Country Club, Naples Sailing and Yacht Club, The Country Club of Naples, Marco Island Yacht Club, The Naples Beach Club, Hideaway Beach Club, and many other private clubs in Naples.

Bob can also be seen weekly during the season at Erin’s Isle (in Naples), and at Sasso’s (on Marco Island).

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Ticket Refund Policy

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Special Thanks to:

  • Lucy Colt Fuller - Photographer
  • Jim Gilmore - Photographer 2017 & 2016
  • Lynn Redmile - Photographer 2019 & 2018
  • Nic Roggeman - Photographer 2019 & 2018
  • Richard Osenga, Jr. - Videographer

Bands, venues and other details subject to change without notice.

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Copyright © 2023 Sun Valley Jazz & Music Festival · PO Box 2745, Sun Valley, ID 83353 · Toll-Free: 1-877-478-5277