- Silver Spring, MD
- Jazz Band
- Contact for rates
Buna C. said
“Professional, friendly and entertaining. ”
The Steven Caballero Group
Overview
Steven Caballero is a professional jazz guitarist and bandleader providing live music for weddings, corporate events, private parties, and special occasions throughout the Baltimore–Washington, D.C. area. Leading a network of top regional musicians, Steven offers flexible ensemble options from solo guitar to trio or quartet. Repertoire includes classic jazz, swing, bossa nova, and tasteful modern selections tailored to create the perfect atmosphere for your event.
Reviews
1 review
Crystal S.
May 13, 2026Perfect Mothers Day Brunch
We had the pleasure of having this jazz band perform at our Mother’s Day brunch, and they were absolutely fantastic! Their music created the perfect atmosphere — classy, upbeat, and enjoyable for all of our guests. They were professional, talented, and added such a special touch to the event. We received so many compliments throughout the brunch about how wonderful the music was. Thank you for helping make our Mother’s Day celebration so memorable. Highly recommend!
Hired as: Jazz Band
The Steven Caballero Group
Thank you so much, Crystal! We had an absolute blast playing the Mother’s Day brunch at the Woodstock Inn. Everyone was incredibly welcoming, and the event was so well put together from start to finish. We’re really glad the music connected so well with your guests and helped make the day feel special. Thanks again for having us, we’d love to do it again sometime!
–Steven Caballero
Booking information
Price range: Contact for rates
Languages: English, Spanish
Gig length: 60 - 240 minutes
What to expect
- Clear and professional communication
- On-time arrival and efficient setup
- Appropriately styled repertoire for your event
- Experienced, conservatory-trained musicians
- Clean stage presentation and balanced sound
- Every performance is customized to complement your event
About
Steven Caballero is a Maryland-based jazz guitarist, educator, and bandleader with over a decade of professional performance experience. A graduate of the reknowned University of North Florida's Jazz Studies program and an active performer throughout the Baltimore/D.C. region, Steven performs across a wide range of settings—from concert stages and formal ceremonies to private celebrations and corporate functions.
In addition to leading his own ensembles, Steven collaborates regularly with many of the area’s most respected freelance musicians, allowing each event to feature a carefully curated lineup of players best suited to the occasion.
Additional booking notes
N/A
Services offered
Set list
Each performance is customized to fit your event. Whether you prefer a mix of jazz classics, modern favorites, or specific songs, Steven Caballero can create a setlist that suits your vision. Custom requests are always welcome.
Influences and inspiration
Rooted in jazz tradition, Steven Caballero’s playing is inspired by legendary artists like Wes Montgomery, Bill Evans, and Miles Davis, blending classic swing with modern grooves and contemporary styles.
Setup requirements
For the best performance experience, we kindly request:
-Access to standard electrical outlets (up to four)
-A designated performance space
-Music stands if available (optional)
Report The Steven Caballero Group
Jazz Band
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