Browse 153 professional 1930s era musicians and bands available in Saint Augustine, Florida, United States, backed by 453 reviews from real clients and an average 5 out of 5 star rating. These swing bands and jazz ensembles bring authentic vintage entertainment to weddings, parties, and corporate events.
All 153 suppliers listed here are willing to travel to Saint Augustine. The nearest is based in Ocala, 70 miles away.
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Rates for 1930s musicians in Saint Augustine typically run between about $200 and $2,250+, with most professional acts averaging $650 for standard performances. Solo performers and small combos typically fall at the lower end of this range, while full swing bands with horn sections command premium rates. Factors affecting pricing include performance duration, ensemble size, and any special song requests or arrangements. Contact the supplier you like for an accurate quote.
Based on 191 enquiries for 1930s Era Musicians & Bands at events in the United States, made through this site in the last two years. Updated 24 October 2026.
Gary Strickland
"Gary has done a few events for me as I am a club advisor to students in college. I would say he is all about performing arts, except for the fact that he is just as good with customer service, and interactions on a business level! If he says he'll do something, he follows through with absolute professionalism.
Mr. Strickland has been a solo performer on the trumpet, a singer, an EMCEE, a set designer , a professional photographer and crowd pleaser.
Should anything unexpected happen, he has the experience and sharp reactions to handle a burgeoning situation without a hitch.
I wish I had the time to simply listen to Gary perform outside of the venues for which I have hired him.
Maureen Vendeville
Professor, ESL
Faculty Advisor National Technical Honor Society"
Efrayim Fischbacher
"I'm a professional I respect the music. I've never signed anything like this before."
Elegant Piano: Cocktail, Jazz & Pop
"A wonderful experience with Jay. He was so responsive when we first contacted him about our event in Stonington CT (a birthday party for my mother with approx. 40 guests at the La Grua Center), and his repertoire spanned all of the types of music were were looking for (jazz, classical, some show tunes). His playing was just so lovely at the event. A pleasure to meet him and have him join this event. My mother was so thrilled and it made her birthday very special. Many thanks to Jay. Highest recommendation."
Ken Weiner | Jazz 🎷
"Ken and his trio were excellent. Their playing really helped make the night. Highly recommended!"
Dan Olivo - Jazz, Swing, Big Band & Pop
"Dan and his band was amazing
I threw my wife a surprise 10 year cancer remission party and found Dan Olivo on GigSalad. Soon as I talked to him I knew he was the right person for this special event. He definitely provided a memorable night and was the highlight of the party. I would recommend him without any reservations and can't wait to see him perform again."
Jazz Hutch & Friends
"A nice voice and a very understated and carefree delivery. Not enough cats can just Fred Astaire their way through a song."
