Smyly Sickwitit — Parade & Festival Performer in Boston & New England
March With Purpose. Move With Music.
Smyly Sickwitit pronounced (Smiley Sick-wit-it) is a high-energy, family-friendly parade and festival performer delivering uplifting, crowd-engaging music experiences across Boston, Massachusetts, and New England.
Known for powerful stage presence, clean music, and community-driven performances, Smyly Sickwitit brings people together through sound, movement, and positive energy — whether performing at city parades, cultural festivals, school events, street activations, or community celebrations.
Based in Boston, MA, Smyly Sickwitit proudly performs throughout Greater Boston, Roslindale, Dorchester, Roxbury, South Boston, Milton, Quincy, Brockton, Charlestown, the North Shore, Beverly, MA, and across New England.
My music genres include but are not limited to Hip-Hop, Funk, Pop, Soca, Rap Rock, Dance, Afrobeat, and Merengue.
My Story
Smyly Sickwitit of Roslindale, MA is a high-energy, family-friendly recording artist, parade performer, and festival host known for transforming streets, stages, and community events into unforgettable experiences across Massachusetts and New England.
Recognized as “The Parade Man” Smyly Sickwitit delivers clean, upbeat, and culture-driven music designed for parades, festivals, city celebrations, school events, nonprofit fundraisers, brand activations, and community showcases. His performances blend hip-hop, funk, pop, dance, Afrobeat, and crowd-interactive anthems that bring together audiences of all ages, backgrounds, religions, and cultures.
With consistent appearances in major Massachusetts parades — including Boston, Dorchester, South Boston, Roslindale, Bunker Hill, North Shore, and surrounding cities — Smyly Sickwitit has become a recognizable and trusted entertainment presence for municipalities, parade committees, sponsors, and local businesses seeking safe, energetic, and inclusive live entertainment.
More than just an artist, Smyly Sickwitit is a movement brand built on positivity, unity, and community pride. Most of his music is clean-music certified, making it ideal for family audiences, city-approved events, school zones, youth programs, and corporate sponsorships. Every performance is structured to keep crowds engaged, energized, and connected — from kids to seniors.
Through albums like The Parade Man, Smyly Sickwitit delivers purpose-driven music with a message:
march with purpose, celebrate together, and turn every street into a stage.
In addition to live performances, Smyly Sickwitit partners with brands for parade sponsorships, street activations, experiential marketing, social media promotion, merchandise collaborations, and community outreach campaigns — offering sponsors real visibility in high-traffic public events.
📍 Primary Service Area: Massachusetts
📍 Expanded Reach: Boston • Dorchester • South Boston • Roxbury • Milton • Quincy • Brockton • North Shore • Beverly, MA • New England
Genres:
Hip-Hop • Funk • Pop • Dance • Afrobeat • Party Music • Clean Radio Music
Best For:
Parades • Festivals • City Events • School Events • Community Celebrations • Brand Sponsorships • Street Activations • Family Entertainment
🔗 Official Hub: www.jeramieregis.com/smylysickwitit
About Smyly Sickwitit
Smyly Sickwitit is more than an artist — he is a performer built for the streets, stages, and communities that thrive on live energy.
With a background rooted in parade performance, crowd interaction, and multi-genre music, Smyly Sickwitit specializes in music that moves people physically and emotionally. Every performance is designed to be:
✔ Clean and family-friendly
✔ Inclusive across cultures, ages, and backgrounds
✔ High-energy and interactive
✔ Professional and event-ready
From marching routes to festival stages, Smyly Sickwitit understands how to control momentum, engage large crowds, and keep energy consistent from start to finish.
Music Style & Performance Experience
Smyly Sickwitit performs a versatile blend of genres designed for public events and large audiences, including:
• Parade-ready music
• Festival performance sets
• Hip-Hop (clean versions)
• Dance & upbeat pop energy
• Caribbean & global rhythm influences
• Crowd-call and interactive performance moments
This unique sound allows Smyly Sickwitit to perform confidently at:
• City parades
• Cultural festivals
• Community days
• Family celebrations
• Outdoor concerts
• Brand activations and sponsorship events
Every set is structured to keep crowds engaged, moving, smiling, and celebrating.
Where Smyly Sickwitit Performs
Smyly Sickwitit provides live performance and parade entertainment throughout:
• Boston, MA
• Roslindale
• Dorchester
• Roxbury
• South Boston
• Hyde Park
• Jamaica Plain
• Downtown Boston
• Brighton
• Cambridge
• Somerville
• Milton
• Quincy
• Brockton
• Charlestown
• North Shore Massachusetts
• Beverly, MA
• Greater Massachusetts
• New England region
Smyly Sickwitit proudly provides parade and festival entertainment throughout Boston, Massachusetts, and New England, including:
Boston, Dorchester, Roxbury, Mattapan, South Boston, Hyde Park, Jamaica Plain, Milton, Quincy, Braintree, Brockton, Canton, Dedham, Weymouth, Hingham, Cambridge, Somerville, Medford, Malden, Everett, Revere, Chelsea, Newton, Brookline, Beverly, Salem, Peabody, Lynn, Swampscott, Marblehead, Danvers, Gloucester, Ipswich, Newburyport, and surrounding communities across Massachusetts and New England.
Available for parades, festivals, and community events throughout Massachusetts, Beverly MA, the North Shore, and New England.
Whether your event is a neighborhood celebration or a city-wide festival, Smyly Sickwitit brings a professional, reliable, and energetic presence that event organizers trust.
Performance Services
Smyly Sickwitit is available for:
🎺 Parade performances
🎪 Festivals & cultural celebrations
🎤 Live event entertainment
🏙️ Street activations
🏫 School & youth events
🤝 Brand sponsorship activations
🎊 Community & municipal events
All performances are clean-music approved, making them suitable for families, schools, cities, sponsors, and public organizations.
Why Event Organizers Choose Smyly Sickwitit
• Proven parade and festival experience
• Family-friendly, clean music format
• Strong crowd interaction and engagement
• Professional communication and reliability
• Flexible performance formats
• Positive community image
• Strong local Massachusetts presence
Smyly Sickwitit is built to support safe, energetic, and memorable public events.
Community • Culture • Connection
Every performance is rooted in purpose.
Smyly Sickwitit believes music should unite communities, uplift families, and create unforgettable shared moments. From children dancing at the curb to seniors waving from the sidelines, the goal is always the same:
Bring joy. Create movement. Build memories.
Book Smyly Sickwitit
If you’re planning a:
• Parade
• Festival
• City celebration
• Community event
• Sponsored activation
Smyly Sickwitit is ready to bring the energy.
👉 Book today and secure your performance date.
Serving Boston, Massachusetts, Beverly, MA, and all of New England.
Frequently Asked Questions
Who is Smyly Sickwitit?
Smyly Sickwitit is a Massachusetts-based family-friendly music artist, parade performer, and live event entertainer known for high-energy performances, crowd engagement, and positive messaging. His performances are designed for parades, festivals, community events, and brand activations.
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What type of music does Smyly Sickwitit perform?
Smyly Sickwitit performs clean, upbeat music across multiple styles including pop, hip-hop, dance, funk, Afrobeat, and crowd-hype music. All performances are suitable for all ages, public events, and family environments.
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Is the music appropriate for children and community events?
Yes. All performances are clean, family-friendly, and appropriate for parades, schools, city-sponsored events, cultural festivals, and public gatherings.
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What types of events are best suited for these performances?
Smyly Sickwitit regularly performs at parades, street festivals, community celebrations, cultural events, nonprofit fundraisers, school events, and city-sponsored programming throughout Massachusetts.
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Where is Smyly Sickwitit available to perform?
Performances are available across Boston, MA, Greater Boston, Beverly, Salem, Gloucester, Quincy, Milton, Dorchester, Roxbury, Hyde Park, Braintree, Weymouth, Lynn, Peabody, Danvers, and parade and festival routes throughout Massachusetts.
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What makes Smyly Sickwitit different from traditional performers?
Smyly Sickwitit blends live performance, parade movement, crowd interaction, branding visibility, and positive energy—creating an interactive experience rather than a stationary stage performance.
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Can Smyly Sickwitit perform on moving parade routes?
Yes. Performances are specifically designed for mobile parade environments, float-adjacent movement, street performances, and high-visibility crowd engagement.
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Is Smyly Sickwitit insured or professionally prepared for public events?
Yes. Performances are conducted professionally with safety, organization, and event coordination in mind, following guidelines appropriate for public and municipal events.
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Are sponsorship and branding opportunities available?
Yes. Sponsorships, brand activations, and logo visibility opportunities are available for businesses and organizations looking to engage audiences during parades and festivals.
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How long is a typical performance?
Performance formats can vary depending on the event and may include parade-route engagement, festival sets, hosting segments, or multiple performance intervals.
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How do event organizers book a performance?
Event organizers can submit booking inquiries through JeramieRegis.com. After reviewing event details, availability, performance format, and logistics, confirmation details are provided.
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Can Smyly Sickwitit travel for events?
Yes. Travel within Massachusetts and surrounding regions may be available depending on scheduling and event requirements.
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Is this EPK suitable for media, DJs, and promoters?
Yes. This EPK is designed for parade committees, festival directors, city organizers, DJs, media outlets, sponsors, and booking professionals seeking clean, energetic, and reliable entertainment.
Serving Boston MA, Greater Boston, Roslindale MA, Charlestown MA, Dorchester MA, Milton MA, Dedham MA, Danvers MA, Acton MA, Norwood MA, Beverly MA, Cambridge MA, South Boston MA, Somerville MA, Quincy MA, Medford MA, Everett MA, Waltham MA, Newton MA, Brookline MA, North Shore Massachusetts, and surrounding Massachusetts communities.Jeramie Regis provides mobile creative services, professional consulting, digital branding, photography, website development, and performance-based entertainment throughout Massachusetts.