1920s Era Musicians & Bands for Hire in Delaware

Discover 116 professional 1920s era musicians and bands available for hire in Delaware, United States, with an average rating of 5 out of 5 from 278 reviews from real clients. These vintage jazz ensembles focus on authentic 1920s entertainment and Great Gatsby-style performances.

All 116 suppliers listed here are willing to travel to Delaware. The nearest is based in Philadelphia, Pennsylvania.

Rated Excellent (5/5) from 278 reviews of 1920s Era Musicians & Bands
10 to 16 piece swing band playing the classics of the 20s to the 40s.

Philadelphia

Pennsylvania

No reviews yet

Book from $3275 (USD)

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

Horsham

Pennsylvania

No reviews yet

Book from $300 (USD)

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Authentic New Orleans style jazz and brass band music

New York

United States

No reviews yet

Book from $300 (USD)

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Trumpet Performer

New York

United States

No reviews yet

Book from POA

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

New York

United States

No reviews yet

Book from $1200 (USD)

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

Manhattan

New York

(3)

Book from $300 (USD)

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1920-1940s Traditional Delta Blues music

St. Catharines

Ontario, Canada

No reviews yet

Book from $500 (CAD)

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Throwing a Fun Party, Gala Event, Elegant Cocktail/Dinner or Romantic Wedding?

Toronto

Ontario, Canada

(5)

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Hot jazz band playing the music of the 1920's and 1930's

Montréal

Quebec, Canada

No reviews yet

Book from $500 (CAD)

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We play the greatest songs of yesterday and today.

Charleston

South Carolina

(4)

Book from $5500 (USD)

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Flexible & eclectic pop & soul-driven ensemble performing reimagined covers!

Milwaukee

Wisconsin

(4)

Book from $300 (USD)

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

North Miami

Florida

(3) Replies in ~1 hr

Book from $500 (USD)

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

Naples

Florida

(4)

Book from POA

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

New Orleans

Louisiana

No reviews yet

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

New Orleans

Louisiana

No reviews yet

Book from POA

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

Dallas

Texas

(7)

Book from POA

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An Elegant and Classy Jazz Band and More!

Dallas

Texas

(3)

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

Dallas

Texas

No reviews yet Replies in ~1 hr

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Showing 1-18 of 116 results

Need help finding 1920s Era Musicians & Bands available in Delaware?

Tell us about your event and we'll suggest suppliers, or talk to our team.

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

$Low price
from$220USD
$$Average price
from$650USD
$$$High price
from$2,950USD

Rates for 1920s era musicians and bands in Delaware 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.

What our enquiries show

Based on 170 enquiries for 1920s Era Musicians & Bands at events in the United States, made through this site in the last two years. Updated 26 October 2026.

Typical first reply
Within an hour
73% of enquiries get a reply within a day
How early people enquire
About five weeks
39% enquire less than a month before the event
Busiest months
All year round
No month has more than 14% of events
How far suppliers travel
About 35 miles
For the 74% based outside the event's town

Reviews of 1920s Era Musicians & Bands available in Delaware

5/5 from 278 reviews
Photo of Leah Hinton Band 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!!" Based in Manhattan, New York Carro S. - Wedding Ceremony and Reception 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, Canada Jenifer F. - Cocktail and Dinner Music Photo of Andrew Thielen Big Band 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." Based in Charleston, South Carolina Aaron Hines - wedding reception Photo of Crook & Company 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." Based in Milwaukee, Wisconsin Caroline D. - Wedding Photo of Hana Dolgin Saxophonist and Bandleader 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." Based in North Miami, Florida 30th October 2025 Caroliina R. - Golden Yachts Photo of Efrayim Fischbacher Efrayim Fischbacher "I'm a professional I respect the music. I've never signed anything like this before." Based in Naples, Florida 25th August 2026 Jason Miles

Want to see more reviews?

There are currently 278 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 $650, with prices ranging from $220 to $2,950+. 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 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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