1920s Era Musicians & Bands for Hire in Toledo

Discover 122 professional 1920s era musicians and bands available for hire in Toledo, Castille-La Mancha, Spain, with an average rating of 5 out of 5 from 285 reviews from real clients. These vintage jazz ensembles focus on authentic 1920s entertainment and Great Gatsby-style performances.

All 122 suppliers listed here are willing to travel to Toledo. The nearest is based in Madrid, 42 miles away.

Rated Excellent (5/5) from 285 reviews of 1920s Era Musicians & Bands
Home > 1920s Era Musicians & Bands > Spain > Toledo
Hot Jazz & Swing from the 1920s and 1930s

Madrid

Spain · 42 miles away

No reviews yet

Book from €1200 (EUR)

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Swiss X-Factor finalist. Jazz, Chanson & Bossa Nova for luxury weddings & events

Marbella

Andalusia · 236 miles away

No reviews yet

Book from €150 (EUR)

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Stunning harmonies, dazzling costumes, and timeless swing with a modern touch.

Marbella

Andalusia · 236 miles away

No reviews yet

Book from POA

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Sing Song Swing is an early jazz quintet

Porto

Portugal · 257 miles away

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Jazz and Bossa Nova undercovered

Lisbon

Lisbon District, Portugal · 284 miles away

(3) Replies in ~3 hrs

Book from €1000 (EUR)

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Small Dixieland band with voice, trumpet, banjo, and Sousaphone

Lisbon

Lisbon District, Portugal · 284 miles away

No reviews yet

Book from €500 (EUR)

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New Orleans Jazz quartet, who works as a roaming band in joyful entertainment

Lisbon

Lisbon District, Portugal · 284 miles away

No reviews yet

Book from €1400 (EUR)

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Groupe de 3 a 8 musiciens jouent du Jazz New Orleans, Swing, West Coast, Cabaret

Bordeaux

Nouvelle-Aquitaine, France · 386 miles away

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Book from POA

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Un orchestre de jazz new orleans idéal pour vos soirées de cocktail

Nîmes

Occitanie, France · 511 miles away

No reviews yet

Book from €900 (EUR)

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Duo Glam rose

Marseille

Provence-Alpes-Côte d'Azur Region, France · 541 miles away

No reviews yet Replies in ~1 hr

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Opera arias in the style of traditional New Orleans and swing jazz, 6 musicians

Tours

Centre-Val de Loire, France · 572 miles away

No reviews yet

Book from €2500 (EUR)

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We provide top-level professional jazz musicians at corporate and private events

Monaco-Ville

Monaco

(11)

Book from POA

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'Old jazz Dixie Latin small orchestra performing music from the 20' to the 50'

Alghero

Sardinia, Italy · 653 miles away

No reviews yet

Book from €1000 (EUR)

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Quintet inspired by the golden age of jazz

Genève

Canton of Geneva, Switzerland · 674 miles away

No reviews yet

Book from €1500 (EUR)

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La tradition et la joie de la Nouvelle Orléans

Paris

Île-de-France Region, France · 696 miles away

No reviews yet

Book from €1200 (EUR)

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Jazz and tap dance ensemble playing swing, chanson française and cabaret

Paris

Île-de-France Region, France · 696 miles away

No reviews yet

Book from POA

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Jazz and swing quartet, Ella Fitzgerald style

Paris

Île-de-France Region, France · 696 miles away

No reviews yet

Book from €1000 (EUR)

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The Golden Age of Live Jazz.

Paris

Île-de-France Region, France · 696 miles away

No reviews yet

Book from €3500 (EUR)

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Showing 1-18 of 122 results

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

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

€Low price
from€180EUR
€€Average price
from€600EUR
€€€High price
from€2,200EUR

Rates for 1920s era musicians and bands in Toledo range from €180 to €2,200+, with an average booking cost of €600. 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 30 enquiries for 1920s Era Musicians & Bands at events in Spain, made through this site in the last two years. Updated 20 October 2026.

Typical first reply
Within two hours
90% of enquiries get a reply within a day
How early people enquire
About seven months
13% enquire less than a month before the event
How far suppliers travel
Within the same town
73% were based in the event's town

Reviews of 1920s Era Musicians & Bands available in Toledo

5/5 from 285 reviews
Photo of La Bohème La Bohème "What a spectacular service! From the cocktail band, with Jazz and bossa nova, where they had very good musicians and an incredible voice, to the DJ who did everything we asked of him, everything was incredible!" Based in Lisbon, Lisbon District, Portugal (284 miles from Toledo) Mariana V. - Wedding Photo of Jazz Bands Monaco—Jazz Central Agency Jazz Bands Monaco—Jazz Central Agency "An exceptional musical experience from beginning to end. The musicians blended seamlessly into our event while delivering an outstanding performance that impressed every single guest. Highly recommended for anyone looking to create a luxurious atmosphere." Based in Monaco-Ville, Monaco (647 miles from Toledo) 3rd July 2026 Sebastian Dubois - Private Villa Party Photo of Amuse Manouche Amuse Manouche "Well what can we say!?……thank you from the bottom of our hearts for providing such a fantastic set. Despite the down pour (we’re saying it added to the day :) ) your playing and vocals were really special. You blew everyone away!" Based in Brighton, England, United Kingdom (781 miles from Toledo) Nicola Elliott - Private Event Photo of Sara Oschlag - jazz singer Sara Oschlag - jazz singer "Sara’s trio were so professional & easy to work with. Their music really set a great tone for our event - we had lots of guests commenting on how impressed they were with the band. If you’re looking for a jazz trio, I cannot praise Sara Oschlag Trio enough. Highly recommend booking these guys!" Based in Brighton, England, United Kingdom (781 miles from Toledo) Sheila Adams - Bang & Olufsen Photo of Flash Mob Jazz Flash Mob Jazz "Great band, great music, perfect for our NYE party" Based in Brighton, England, United Kingdom (781 miles from Toledo) Anantara hotel and spa resort (Dubai Palm) - NYE Party Photo of Harry Bassett - Trumpeter Harry Bassett - Trumpeter "Having worked with and booked Harry on a number of musical projects and events, I only have the very highest praise for him. Not only is he one of the most accomplished musicians I’ve ever worked with (and I run a band of 48 members!), he is an astute professional with an excellent attitude and strong interpersonal skills. I couldn’t recommend him enough and you will only be “blown” away if you hire him!!" Based in Bordon, England, United Kingdom (792 miles from Toledo) Mischa Weston-Green - Mischa & His Merry Men

Want to see more reviews?

There are currently 285 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 €600, with prices ranging from €180 to €2,200+. 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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