1920s Era Musicians & Bands for Hire in Canada

Discover 120 professional 1920s era musicians and bands available for hire in 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.

Booking prices start from $290, with an average cost of $950 for professional 1920s musicians. Many acts offer both traditional jazz standards and modern songs arranged in authentic 1920s style, ideal for themed weddings, corporate events, and private parties.

Of the 120 suppliers listed here, 10 are based in Canada. The other 110 are willing to travel there.

Rated Excellent (5/5) from 290 reviews of 1920s Era Musicians & Bands
Home > 1920s Era Musicians & Bands > Canada

Willing to travel to Canada

Based outside Canada, nearest first

Jazz Vocalist

United States

Los Angeles, California

No reviews yet

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Jazz-Swing Gatsby 20's and More Styles from a trio to Big Band

United States

Dallas, Texas

(7)

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An Elegant and Classy Jazz Band and More!

United States

Dallas, Texas

(3)

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Jazz & swing band of varying size from 4 to 7 members

United States

Dallas, Texas

No reviews yet Replies in ~1 hr

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Jazz, singer songwriter, swing music, solo/duo/trio/quartet and more!

United States

Horsham, Pennsylvania

No reviews yet

Book from $300 (USD)

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A Jazz Soul singer/band available for weddings, parties and corporate events.

United States

Manhattan, New York

(3)

Book from $300 (USD)

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1920s- 1930s jazz vocal trio. Boswell sisters, Andrew’s sisters, originals

United States

New York

No reviews yet

Book from $1200 (USD)

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10 to 16 piece swing band playing the classics of the 20s to the 40s.

United States

Philadelphia, Pennsylvania

No reviews yet

Book from $3275 (USD)

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3-15 piece jazz orchestra that plays hits from the swing era!

United States

New Orleans, Louisiana

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6-15 piece New Orleans brass band that plays modern and traditional music

United States

New Orleans, Louisiana

No reviews yet

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The World's Loudest Clarinet Player™ Currently recording with Jason Miles.

United States

Naples, Florida

(4)

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I provide different sized bands - Jazz, blues, Bossa Nova, Latin Jazz and more.

United States

North Miami, Florida

(3) Replies in ~1 hr

Book from $500 (USD)

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Classic songs from the Golden age of Jazz

Ireland

Cork, Munster

(1)

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8 piece swing band with male vocals performing hot swing and Jive

United Kingdom

Harrogate, England

No reviews yet

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Traditional jazz band performing hits from the Prohibition era

United Kingdom

Manchester, England

(4)

Book from £940 (GBP)

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Showing 16-30 of 120 results

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A guide to booking

Hire 1920s Era Musicians & Bands in Canada

Professional 1920s era musicians and bands in Canada bring the sophisticated sounds of the jazz age to modern celebrations. These vintage performers specialize in authentic period music, featuring traditional jazz standards, swing rhythms, and the distinctive musical styles that defined the Roaring Twenties.

1920s Entertainment Options

Jazz ensembles typically offer a range of lineup sizes, from intimate piano and vocal duos to full period orchestras complete with brass sections and vintage styling. Many groups provide both traditional 1920s repertoire and contemporary songs reimagined in authentic jazz arrangements, ensuring entertainment that appeals to all guests while maintaining period authenticity.

Pricing for 1920s Musicians

Rates for 1920s era musicians and bands in Canada range from $290 to $3,950+, 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.

How much does it cost to hire 1920s Era Musicians & Bands in Canada?

$Low price
from$290CAD
$$Average price
from$950CAD
$$$High price
from$3,950CAD

The average price is $950 (CAD), with most priced from $290 to $3,950+. Contact the supplier you like for an accurate quote.

What our enquiries show

Based on 785 enquiries for 1920s Era Musicians & Bands at events in every location, made through this site in the last two years. Updated 27 October 2026.

Most requested for
Corporate events
27% of enquiries, the same as weddings
Typical first reply
Within two hours
77% of enquiries get a reply within a day
How early people enquire
About two months
30% enquire less than a month before the event
How far suppliers travel
About 40 miles
For the 72% based outside the event's town

Reviews of 1920s Era Musicians & Bands available in Canada

5/5 from 290 reviews
Photo of The Waltzing Matildas The Waltzing Matildas "We asked Valerie Hudson of the Waltzing Matilda’s to play piano and sing at the Celebration of Life ceremony for my wife’s mother. The event was to celebrate the 99 years of her life. It was a very uplifting and emotional event and Valerie’s renditions of jazz tunes including I Will Always Love You, Smile, Wonderful World, Blue Sky, I’ll be Seeing You and others were very well done and added immensely to the celebration. Thanks Valerie!" Based in Calgary, Alberta 29th September 2026 David White - Celebration of Life Photo of Euro Café Duo 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!" Based in Kingston, Ontario 11th December 2025 Andrea O-B - Soirée Salus Photo of The Kensie Jazz and Dance Band 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!" Based in Toronto, Ontario Jenifer F. - Cocktail and Dinner Music Photo of Beauty Shop Dolls Beauty Shop Dolls "Thank you Beauty Shop Dolls for making our Christmas party magical. We had a blast! We loved everything about your show, it was classy and perfectly planned on theme. The dress changes were a beautiful touch, to an already fabulous performance (I especially loved the blue feathers 😊). Everyone in the office is still buzzing from the dance class too. Highly, highly recommended!" Based in Vancouver, British Columbia T Dic - Company 1920s Christmas Party Photo of Trumpet for events Trumpet for events "Many people came up to me after the service saying how genuinely touched they were by your performance. My Uncle and my Dad were sat behind me during the service and you literally reduced them both to tears. I have never seen either of them cry before. It was extremely moving, your performance was beautiful and perfect. Rob would have absolutley loved it. Thank you much for performing for us and for your professionalism and sympathy. I wouldn't hesitate to recommend you to anyone" Based in Manchester, England, United Kingdom 18th September 2026 Sarah - Funeral Photo of Oh la la! Oh la la! "The residents of Norton Place were delighted to welcome Fifi and Olly to perform at our summer soirée on 16 August. Their performance was uplifting and wowed the audience over three sets with their fabulous range of familiar and not so familiar french music." Based in London, England, United Kingdom 7th September 2026 Lynn McNamara - Summer party

Want to see more reviews?

There are currently 290 reviews of 1920s Era Musicians & Bands in our review centre and the average rating is 5/5.

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Frequently asked questions

The average price for 1920s era musicians & bands on Gig Heaven is currently $950, with prices ranging from $290 to $3,950+. Pricing typically depends on the size of the ensemble, whether the act is a solo performer or a full band. Most acts specialise in jazz age standards, Charleston-style numbers and Dixieland jazz, so listening to profile samples is a good way to compare what each performer offers.

The 1920s era musicians & bands in Canada specialise in the sounds of the Roaring Twenties, including hot jazz, Dixieland, Charleston and ragtime. Many performers recreate the authentic feel of a 1920s speakeasy or Gatsby-themed event, often featuring period-appropriate instruments such as banjo, clarinet and trumpet.

Hiring 1920s era musicians & bands is a popular choice for Gatsby and prohibition-themed parties, vintage weddings, corporate dinners and cocktail receptions. The elegant, upbeat style of 1920s music works especially well as both background entertainment and a main performance to get guests dancing.

Many 1920s era musicians & bands offer the option of performing in 1920s-style attire, such as flapper dresses, pinstripe suits and fedoras. This can add an extra layer of authenticity to themed events. It is worth discussing costume options with the performers when making an enquiry.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking as early as possible increases the chance of securing your supplier's availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged bookings for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% booking fee to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

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