Discover 117 professional 1920s era musicians and bands available for hire in Naples, Florida, United States, with an average rating of 5 out of 5 from 280 reviews from real clients. These vintage jazz ensembles focus on authentic 1920s entertainment and Great Gatsby-style performances.
Of the 117 suppliers listed here, one is based within 30 miles of Naples. The other 116 are willing to travel there.
Based more than 30 miles from Naples, nearest first
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Book from $500 (CAD)
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Rates for 1920s era musicians and bands in Naples range from $220 to $2,950+, with an average booking cost of $650. Pricing typically reflects the size of the ensemble, performance duration, and additional services such as period costumes or vintage equipment. Smaller jazz combos represent excellent value for intimate gatherings, while larger orchestras provide spectacular entertainment for major themed celebrations. Contact the supplier you like for an accurate quote.
Based on 169 enquiries for 1920s Era Musicians & Bands at events in the United States, made through this site in the last two years. Updated 27 October 2026.
Efrayim Fischbacher
"I'm a professional I respect the music. I've never signed anything like this before."
Hana Dolgin Saxophonist and Bandleader
"We have hired Hana a couple of times for our events on our yachts and she has even been available for us at very last minute with barely no time to prepare.
She is great as a person and everyone is always amazed with her music. We have hired her with a pianist as well as a guitar player on different occasions and each time she has given us a great show."
N.S.G. / e & friends
"A great trio with an exceptional sound at a great and comfortable volume.
Easy jazz and awesome dance tunes as well."
Andrew Thielen Big Band
"WE were so glad we found Andrew Thielen Big Band. They are a real band that has been together for over twenty years perfecting their music, showmanship and dazzling variety of music that kept our dance floor jammed. WE almost got swayed into one of these chain bands called Empire something where they throw together bands for one night until we figured out you cannot be a 3 piece band one week and a 12 piece band the next. WE wanted a real band where the band leader has had repeat performances for the most discriminating buyers for years. Every age, everyones taste in music and our twenty something wedding party had the time of our life. Call them now for sensational singers, instrumentalists and organization."
Texas Gypsies
"In a word... FABULOUS! These guys gave us just the sound we needed for our fun Prohibition-theme wedding. It is now two weeks later, and all we keep hearing is "Man, that band was fantastic!" They are worth the asking price (which is very reasonable to begin with!) Steve Curry is a great guy and very easy to deal with. I would recommend them without any reservations."
Leah Hinton Band
"Leah and her guitarist Noe sang/played at my wedding ceremony and reception and added SO much to the romantic yet playful ambience I had going on. Her voice is absolutely gorgeous and flexible, accommodating jazzy/soul numbers to indie and pop numbers alike. She was extremely communicative and helpful in choosing songs, playlists and had great suggestions that made my wedding absolutely perfect
Thank you so much Leah and Noe!!"