Discover 114 professional 1920s era musicians and bands available for hire in Kingston, Ontario, Canada, with an average rating of 5 out of 5 from 290 reviews from real clients. These vintage jazz ensembles focus on authentic 1920s entertainment and Great Gatsby-style performances.
Of the 114 suppliers listed here, one is based within 30 miles of Kingston. The other 113 are willing to travel there.
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Rates for 1920s era musicians and bands in Kingston range from $300 to $4,000+, with an average booking cost of $950. 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 790 enquiries for 1920s Era Musicians & Bands at events in every location, made through this site in the last two years. Updated 20 October 2026.
Euro Café Duo
"Thank you Euro Café Duo! Your romantic and charming jazzy Parisian and Italian inspired music really set the stage for our Soirée Salus event, held recently at the French Embassy in Ottawa. Andrea’s vocals were beautiful and together your collaboration filled the room with such a warm and inviting ambiance. We really can’t say enough how much your music was such a hit with Salus organizers and all our guests in attendance. Thank you again!"
The Kensie Jazz and Dance Band
"Perfect Jazz Band!
Secured The Kensie Jazz Band for our 30th Anniversary corporate event. From start to finish they were perfect. Perfect background music while guests are engaging in the social circuit. Perfect background music while being seated and served for dinner. The band can adjust their sound level to your preference. They play a range of music. A live band is a classy touch and adds ambience to any event rather than a standard DJ. It is a completely different vibe. Nice group of people! Good pricing as well. Thank you!"
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!!"
Crook & Company
"Robert and I are so over the moon grateful for the way Crook & Company graciously serenaded us and our guests for our wedding. You all did a phenomenal job with every detail. You were all professional, had amazing energy and extremely talented! You guys made the night perfect! I will definitely recommend your band in the future."
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."
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."
