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Steve Prentice - Singing Guitarist

Top Performer

Kitchener, ON

$600-$1200 depending on duration and location

Singing Guitarist

Travels up to 75 miles

Get a free quick quote

Promotional video thumbnail 1 for Steve Prentice - Singing Guitarist

Three minutes of my performance style, as of May 2025

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An earlier promo video with some live performance footage.

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An example of my fingerstyle technique. I play classical, jazz, instrumentals and acoustic rock

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Oye Como Va by Santa, showing off my lighting rig

Gallery photo 1 of Steve Prentice - Singing Guitarist

Aug 3 2024 summer garden party. A guest asked to play a tune with me.

Gallery photo 2 of Steve Prentice - Singing Guitarist

Playing a private party, February, 2024 - they always end up as a singalong!

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Playing a fundraiser August 27, 2022

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Virtual gig, May 2022

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Playing a charity walkathon, Toronto, 2015

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Singalong with harmonica - Milton Fall Fair, 2018

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Playing some rockabilly (Stray Cats) at a Toronto pub, 2010

Gallery photo 8 of Steve Prentice - Singing Guitarist

Special Holiday Season event, Toronto, 2012

Gallery photo 9 of Steve Prentice - Singing Guitarist

A private backyard party, Etobicoke, 2019

Gallery photo 10 of Steve Prentice - Singing Guitarist

Setting up for a campsite party for an RV group, August 2018.

Gallery photo 11 of Steve Prentice - Singing Guitarist

Playing with my band at a sailing club regatta, 2019

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My 12-string

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Steve Prentice April 2023

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70th birthday party, Toronto, February 8, 2025

Gallery photo 15 of Steve Prentice - Singing Guitarist

BTown Sound, Burlington, February 2, 2025

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End of summer house party, Port Bruce, September 2025

4 Videos 2 Audio 16 Photos

Overview

Whether you're planning a milestone birthday party, a silver or golden anniversary, a corporate function, or a private celebration, I go above and beyond. Using high-quality backing tracks and custom lighting, I play favourites from the 1940s to the 2000s as a singer and guitarist. Audience members get to send requests from pass-around menus. Custom lighting creates ambience and atmosphere, and I work with you in the weeks before the event to ensure everything is perfect. I also play ambient instrumental/fingerstyle guitar from jazz, classical, movie themes and acoustic rock. Customer service from start to finish is my top priority.

Reviews

15 reviews

Lynda P.

October 20, 2024

Verified review

Perfect for our family and friends gathering

From the moment we booked, to the phone conversation we had to prepare, to the performance during our event… Steve is professional, pleasant, and talented. We were simply delighted. Thank you Steve!

Hired as: Singing Guitarist

Steve Prentice - Singing Guitarist

Thank you, Lynda. It was such a pleasure to meet you and your family, and seeing them dance and sing together was very heartwarming for me.

Brian L.

November 24, 2025

Verified review

50th Birthday party

Steve was excellent and very professional, everyone enjoyed his varied music genre. Definitely would recommend Steve for events.

Hired as: Singing Guitarist

Steve Prentice - Singing Guitarist

Thank you, Brian. What a great group of family and friends!I particularly enjoyed joining the line dance with my wireless guitar.

Lynn C.

August 11, 2025

Verified review

Surprise 65th Birthday

Steve
Was absolutely outstanding. I had so many compliments. Thank you Steve!! 😊 Everything was just perfect.

Hired as: Singing Guitarist

Len G.

July 14, 2025

Verified review

Steve provided exceptional enertainment for our guests!

Steve was extremely professional right from the planning stage of our event to the overall experience for our guests. He is a very talented musician, great singer and guitar player and provides extensive versatility in genres over decades to address varying interests.
All our guests including ourselves were very impressed and having Steve perform made a big difference to our celebration. Highly recommend Steve for any event!

Hired as: One Man Band, Singing Guitarist

Ed J.

May 25, 2025

Verified review

A five star performance that exceeded my expectations!

Excellent musicianship. Good rapport with the audience. Met all the audience requests. Positive comments from many people after the event. Highly recommended!

Hired as: Singing Guitarist

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Booking information

Price range: $600-$1200 depending on duration and location

Languages: English, French

Gig length: 60 - 180 minutes

Insurance: $1,000,000 - Event coverage

What to expect

I will work with you from the very start to ensure you feel great about choosing to work with me. This includes a phone/video chat in advance where I learn more about your event, preparation, technical guidance for hosting/setting up an in-person or online performance all the way through to its conclusion. I deliver a professional and prepared presentation, with quality performance as a top priority.

About

My act is like a Spotify playlist. I provide a menu of over 300 of the best upbeat tunes from the 1940s through to today. I can create the perfect setlist for you or you can have your guests choose, in real time, as the show goes on, what they want to hear. I get everyone singing along and feeling groovy and I will always prepare a special request or two for the host and the guest of honour.

Of course, I treat each gig as a serious business engagement, meaning I will meet with you by phone or by video chat in advance to learn more about your needs and any special requests, and whenever possible I will visit the location in advance as well. I am also able to give full step-by step guidance for virtual sessions on how to set up a video chat / virtual environment event for your guests wherever they are joining from.

For the event, I show up prepared, ready, and properly dressed, and will make sure that the performance reflects the theme of your evening. I play a couple of different guitars, acoustic, 12-string acoustic, and sometimes an electric guitar on an acoustic setting, through a professional portable PA. Most tunes are supported by high quality backing tracks and harmony vocals, with a few titles reserved for just me and my guitar, because they sound best that way. I also bring a second mic and a lyric screen for guests who want to get up and sing a tune or two with me.

I have been a professional performer for 30 years, as a keynote speaker, a voice actor and most favorite of all, as a singer and musician. This means my whole career has been about putting on a great performance to satisfy an audience and to help event planners know they have made the right choice. I am here to make you look good and to take away the stress and the unknowns that come with putting on a show. And, of course, to give guests and audiences a memorable and fun time.

Additional booking notes

I bring a PA, microphones, a few guitars with stands, and a lighting rig which varies in size depending on the location.

Services offered

Singing Guitarist Cover Band Guitarist One Man Band Oldies Music

Upcoming booked events

June 2026

27

Saturday

Birthday Party

6:00pm - 8:30pm

•

London, ON

Past booked events

December 2025

31

Wednesday

Retirement Community Event

2:30pm - 3:30pm

•

Hamilton, ON

November 2025

22

Saturday

Birthday Party

8:00pm - 11:00pm

•

Woolwich, ON

August 2025

09

Saturday

Birthday Party

4:00pm - 5:30pm

•

Cambridge, ON

July 2025

12

Saturday

Dinner Party

5:00pm - 8:00pm

•

Kitchener, ON

May 2025

24

Saturday

Birthday Party

2:00pm - 3:30pm

•

Dundas, ON

January 2025

11

Saturday

Restaurant/Bar Event

4:00pm - 7:00pm

•

York, ON

October 2024

19

Saturday

Birthday Party

5:00pm - 7:00pm

•

Brant, ON

05

Saturday

Corporate Event

1:00pm - 5:00pm

•

St Thomas, ON

September 2024

21

Saturday

Retirement Community Event

1:00pm - 2:30pm

•

Brantford, ON

August 2024

03

Saturday

Birthday Party

7:00pm - 10:00pm

•

Campbellville, ON

July 2024

06

Saturday

Surprise

3:00pm - 4:00pm

•

Kitchener, ON

June 2024

13

Thursday

Dinner Party

11:30am - 12:15pm

•

Kitchener, ON

March 2024

17

Sunday

Restaurant/Bar Event

2:00pm - 5:00pm

•

Orangeville, ON

12

Tuesday

Birthday Party

8:30pm - 10:30pm

•

Campbellville, ON

February 2024

17

Saturday

Restaurant/Bar Event

4:00pm - 7:00pm

•

York, ON

03

Saturday

Cocktail Party

7:00pm - 10:00pm

•

Toronto, ON

September 2023

23

Saturday

Restaurant/Bar Event

4:00pm - 7:00pm

•

York, ON

June 2023

03

Saturday

Restaurant/Bar Event

2:00pm - 5:00pm

•

York, ON

Set list

I play a wide variety of tunes that are upbeat 1970's favorites, enjoyable by all generations. Previous performances have included the tunes below, but I am happy to add new tunes based on your theme and goals.

Selections as of May 2026:

Influences and inspiration

From Sinatra through to today.

Setup requirements

See above. I bring it all. I just need 6' x 6' of space.

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