Planning an event in the heart of the prairies? Whether it’s an upscale corporate gala, a sophisticated wedding reception, or an intimate private party, you know the atmosphere has to be just right. Recorded music is fine, but nothing truly elevates a space like the sound of live jazz.
This genre is the ultimate secret weapon for creating an elegant, timeless vibe. The subtle complexity of a saxophone or the smooth rhythm of a double bass encourages easy conversation and adds a layer of class that’s simply unmatched.
We know how tricky it is to find local, high-calibre artists who can deliver that perfect sound. That’s why we’ve curated the definitive guide, showcasing the absolute best jazz bands for hire in Winnipeg. Get ready to find the perfect musical act to make your next event unforgettable.
The A-List: 10 Essential Jazz Bands For Your Winnipeg Event
Dirty Catfish Brass Band: Bringing the New Orleans Street Party North

If you want an event guests talk about for months, the Dirty Catfish Brass Band is your answer. Less an ensemble and more a brass-heavy, genre-bending Winnipeg institution, they deliver a high-energy New Orleans second line spirit straight into the prairies.
Their tight yet delightfully reckless sound, built on powerful funk and soul, guarantees to get feet moving. This large collective is known for its formidable horn section and infectious rhythms, blending traditional NOLA-style jazz with deep-pocket funk and soul covers.
They are the perfect, captivating focal point for major festivals, high-energy corporate parties, or any grand celebration where the music needs to be loud, mobile, and impossible to ignore. They are a clear standout among the best kind of jazz bands for hire in Winnipeg looking to infuse their event with soul.
The Burton’s Jazz Groups: The Versatile Pros for Any Occasion
For events that require flawless professionalism and deep versatility, The Burton’s Jazz Groups are a top-tier choice. Led by the highly experienced duo of Adelle and Robert Burton, their specialty lies in providing adaptable musical settings, ranging from an intimate solo guitar or duo with sultry vocals (Adelle) all the way up to a full quartet.
Their decades of experience performing across virtually every Winnipeg venue mean they know exactly how to tailor the sound and atmosphere to your space, whether it’s a house party or a grand reception. They boast a huge repertoire that seamlessly blends classic jazz standards with popular songs and holiday favourites.
If you need an adaptable, reliable, and high-quality jazz band Winnipeg has to offer, capable of delivering elegant background music without being intrusive, the Burton’s are the professionals to trust.
Winnipeg Jazz Orchestra (Ensembles): The Curated Selection of Professional Sound

When you need the absolute gold standard of musical excellence, look toward the professional musicians associated with the Winnipeg Jazz Orchestra (WJO). While the full WJO is a massive big band, they are available on a contract basis to assemble smaller, custom ensembles—duos, trios, or quartets—drawn from the city’s finest, most credentialed jazz performers.
This guarantees a level of polished sound, musical depth, and arrangement sophistication perfect for the most upscale corporate galas, charity fundraisers, or sophisticated concert events.
Hiring their professional members gives you access to the city’s top talent and repertoire, making them one of the premier options among jazz bands for hire in Winnipeg for high-end functions.
Smith’s Onion: The Speakeasy Soundtrack: Vintage 20s & 30s Jazz

If you’re throwing a Gatsby-style party, a cocktail hour, or any event where vintage charm is the main theme, Smith’s Onion is exactly what you need.
This unique Winnipeg trio specializes in the hot jazz sounds of the 1920s and 1930s, complete with cheeky three-part harmonies and a rotating set of instrumentation that includes clarinet, ukulele, and trumpet.
What makes them so appealing is their ability to deliver genuine classic swing while also performing anachronistic arrangements of contemporary tunes—it’s vintage music with a witty, modern twist.
For sophisticated background ambience that encourages light conversation and a little foot-tapping, this unique group is easily one of the bands that you can hire in Winnipeg to transport your guests back to the Roaring Twenties.
Juvel: Tapping Toes with Romani Jazz & Early Swing

Looking for a sound that’s truly distinctive? Juvel is a four-piece ensemble that offers an energetic and unique blend of Romani jazz (also known as Gypsy jazz) and early swing rhythms.
Heavily inspired by the virtuosic guitar work of Django Reinhardt and the lush, cheeky vocal harmonies of groups like the Andrews Sisters, Juvel creates music that feels both vintage and electrifying.
Their style combines the dark, chromatic flavor of Romani folk music with the carefree spirit of 1940s American vocal jazz, making for a captivating performance.
They are a brilliant choice if you want to hire something far beyond the traditional; Juvel is among the most original jazz bands for hire in Winnipeg if you want to inspire lively dancing or transport your guests to a smoky Parisian jazz club.
Amber Epp (Vocal Jazz Ensembles): Sultry Vocals for a Sophisticated Backdrop
Amber Epp is the ideal choice when your event needs a sophisticated, vocal-driven centerpiece that truly shines. Known for her captivating stage presence and ability to sing fluently across multiple languages, Amber Epp delivers a soulful blend of jazz standards and Latin-infused rhythms, often in partnership with talented guitarists like Emmanuel Bach.
This Western Canadian Music Award winner’s versatility means she can provide anything from a laid-back vocal-piano duo for quiet dinner music to an energetic Latin jazz trio (like her project Trio Bembe) if you want to dial up the excitement.
Whether you need relaxing background jazz that enhances conversation or a full, rhythmic performance with a Bossa Nova groove, Amber Epp’s ensembles provide a vibrant, polished, and unforgettable sound.
Jeff Presslaff Ensembles: A Multi-Instrumentalist’s Polished Jazz Combo
For a deeply knowledgeable and impeccably polished jazz performance, look no further than the ensembles led by Jeff Presslaff. As a mainstay of the Winnipeg jazz scene since 1997, and named Jazz Winnipeg’s Musician of the Year in 2004, Presslaff brings the impressive credentials of a New York jazz veteran right to your event.
Operating as a versatile pianist, trombonist, and prolific composer, his groups specialize in traditional and contemporary styles, often leaning toward polished bebop, sophisticated piano trios, or complex arrangements for nonet (a nine-piece ensemble).
When you hire Jeff Presslaff, you are guaranteed a world-class musician who has collaborated with greats like Benny Carter and Bill Barron. For knowledgeable audiences and highly formal events that demand musical excellence, his groups are truly top-tier jazz bands for hire in Winnipeg.
Marco Castillo Group: Samba & Swing: Latin Jazz to Spice Up Your Night

If you want to inject a shot of exotic warmth and vibrant rhythm into your event, the Marco Castillo Group is a stunning option. Led by Brazilian-Canadian multi-instrumentalist Marco Castillo, this group specializes in a joyful fusion of Latin rhythms—including Bossa Nova, Forró, and Samba—blended perfectly with complex jazz harmonies.
Marco Castillo is an award-winning artist (including a Western Canadian Music Award for World Recording of the Year), and his ensembles can be scaled from an intimate duo featuring his signature Brazilian guitar and vocals all the way up to his full, energetic “Brazilian Beats” band.
This range of talent and infectious repertoire makes the Marco Castillo Group a highly sought-after jazz band in Winnipeg for everything from elegant receptions to lively dance parties.
Niall Bakkestad-Legare Quartet: The Modern Tenor: Contemporary Jazz Sounds

Niall Bakkestad-Legare is the go-to choice if your event requires a dynamic, modern sound led by a world-class improviser. While his full jazz-funk band, Faux Pas Funk, delivers high-energy grooves, hiring Niall Bakkestad-Legare’s quartet provides a more focused, sophisticated contemporary jazz experience.
Bakkestad-Legare, a celebrated tenor saxophonist, has built an impressive resume, performing with jazz luminaries in New York City venues like Smalls Jazz Club and working as an instructor at Brandon University. His ensembles focus on pushing the boundaries of the genre, blending complex forms with a powerful sound and deep facility on the horn.
For jazz purists, music enthusiasts, or anyone seeking to book sophisticated, cutting-edge jazz bands for hire in Winnipeg, his quartet offers a powerful and compelling performance.
The Executive Big Band: Classic Power: Full-Scale Dance & Swing

For events that need the grand, sweeping sound of the Big Band era, The Executive Big Band is a fantastic choice. Big bands typically feature 12 to 25 musicians with full brass, woodwind, and rhythm sections, providing a truly magnificent soundscape for dancing and celebration.
The Executive Big Band is a classic Winnipeg-based big band that specializes in the dance-friendly swing music of the 1930s through the 1950s, but they are also known to include modern jazz arrangements in their repertoire.
When your event requires a large dance floor and the grandeur that only a full-scale ensemble can provide, selecting this established big band option is a fantastic way to secure one of the most powerful jazz bands for hire in Winnipeg.
Essential Next Steps: Hiring Your Dream Jazz Band Winnipeg

Sizing Up the Situation
One of the biggest mistakes people make when looking to hire jazz music is booking the wrong size group for their venue and their goal. Think about your event’s primary purpose. If you’re hosting an intimate cocktail hour or a small dinner party where conversation is key, you’ll want a duo (like Robert Burton on guitar and a vocalist) or a trio.
These groups require minimal space and keep the volume low, creating a perfect, ambient backdrop. Conversely, if you’re throwing a wedding reception or a corporate event where you want people on the dance floor, a full quartet, big band like The Executive Big Band, or a brass-heavy ensemble like the Dirty Catfish Brass Band is necessary.
A larger group needs significantly more space, a bigger sound system, and a much larger budget, but the pay-off is an undeniable energy that soloists simply can’t match.
The Booking Checklist
Before you reach out to any jazz bands for hire in Winnipeg, make sure you have the following essential details nailed down. Being prepared not only makes the process smoother but also ensures you get accurate quotes and avoid nasty last-minute surprises:
- Availability and Pricing: Obviously, confirm they are free on your date. Ask for a detailed, all-inclusive quote that specifies the performance time (e.g., three 45-minute sets), the number of musicians, and crucially, any load-in/set-up fees, mileage outside the city, or specific equipment rental costs.
- Logistics and Equipment: Clarify who is responsible for providing the PA system and lighting. If your event space has venue-imposed sound limitations or quiet hours (especially in residential areas or small ballrooms), communicate this clearly to the band. Also, ask about the minimum square footage required—a duo needs a corner, but a 15-piece big band needs a dedicated stage area.
- The Contract is Key: Never rely on a handshake or a few emails. A professional booking always requires a written contract. This document protects both you and the musicians by outlining cancellation policies, payment terms (including the required deposit amount), performance times, and specific repertoire requests. Using reputable marketplaces or agencies that handle contracting, invoicing, and secure payment (like AGNT) can make this process incredibly stress-free.
Need to book a Jazz band in Winnipeg without the hassle? Check out AGNT! We’ve automated booking and invoicing to make securing talent easier and faster than ever. Simply download our app, create your account, and select the perfect talent for your event.
Conclusion: Your Event, Elevated by the Perfect Soundtrack
Hiring a live ensemble is truly the difference between a nice party and a memorable experience. Winnipeg’s jazz scene is incredibly diverse, offering everything from large-scale swing orchestras and vibrant Latin jazz to intimate, sultry vocal trios.
The perfect match is out there, waiting to give your wedding, gala, or private gathering that touch of timeless class. Now that you have a curated list of top-tier acts, the time for browsing is over.
Take the plunge: listen to their demos, compare the different vibes, and start reaching out. Securing one of the premier jazz bands for hire in Winnipeg is the final step to ensuring your event’s soundtrack is as sophisticated and unique as the occasion itself.
Also check our article: Live Bands for Hire in Winnipeg: A Guide to Finding the Perfect Sound for Your Event