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Musical Director, James (Jim) Castaldi — Jim picked up his first trumpet at the age of ten in his home town of Woonsocket, RI, and he hasn’t stopped playing music since. After high school, Jim relocated to Boston where he earned his Bachelor of Music in Music Education from Berklee College of Music and later, a Masters of Music in Music Education from Boston University’s College of Fine Arts.

After college, Jim returned to Rhode Island to accept a position as band director for Woonsocket High School where his teaching career flourished for 35 years. As a professional musician himself, Jim has performed with major big bands throughout the New England area and played for such productions as Ice Capades and Disney on Parade at Rhode Island’s Providence Civic Center, now known as the Dunkin' Donuts Center.

Jim continues to demonstrate a passion for musical excellence in his conducting style as leader of the Naples Big Band, and in his flawless performance on trumpet or flugelhorn with the Naples Concert Band, Gulf Coast Big Band and Paradise Brass Quintet.

The Naples Big Band is registered as an Internal Revenue Code section 501(c)(3) Not-for-Profit organization; any donations to our band may be claimed as an income tax deduction. A copy of the official registration (License/Registration Number 52256) and financial information may be obtained from the Division of Consumer Services by visiting or calling toll free 1-800-435-7352 within the state of Florida. Registration does not imply endorsement, approval or recommendation by the state.

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Vocalist and Marketing Manager, Amy Bright — Musically speaking, Amy refers to herself as a “canary” in the Big Band Era sense: the age when a girl singer stood at the front of the bandstand and simply told a story through music. There are few things in life she enjoys more than engaging an audience in song – especially with a full band or orchestra. 

Although trained as a classical vocalist from the age of 15, Amy has discovered joy in singing all types of music over the years including pop/top-40/dance, jazz standards, Broadway, and rock. Her background includes a wide array of studio session work, dramatic performances, spokes modeling, industrial film acting, and live appearances ranging from singing and dancing on the cruise ship circuit to National Anthem performances at sporting events, including Florida Everblades hockey games. Amy has appeared as an invited guest soloist with the Sarasota Jazz and Concert Bands, Music Makers Show Band, Gulf Coast Big Band, and is a regular guest performer with the Bonita Springs and  Naples Concert Bands.