The Love More Brand 757 Store in Olde Towne Portsmouth is a community-facing fashion and cultural brand with a mentorship arm, Love More University. This activation features a fashion show celebrating Virginia-based clothing brands, creating a dynamic platform for local style and shared purpose.

Skateboarding ramps, skate demos, pop-up retail, and custom deck displays along Washington Street. This activation brings youth culture and creativity to the block while engaging festivalgoers in skate culture.

Booth and music outside the store; a Grease-themed experience in collaboration with the adjacent coffee shop. Led by Tony Goodwin, this activation offers a nostalgic, interactive experience for festival attendees.

Pizza, beer, and music celebrating last year’s record sales. This activation engages the community with a lively atmosphere and delicious food offerings.

Eras (@erasofliving) – A Norfolk-based musical artist blending experimental, electronic, and indie sounds, Eras brings a unique creative energy to the 757 music scene. This activation is an interactive creative brand experience celebrating art, sound, and entrepreneurship.

Feed Your Soul Radio by DJ Chef Dro and Friends – a soulful, community-driven show blending R&B, house, soul, and deep cuts. Enjoy food and drink specials, music, and a vibrant cultural experience.

Support Portsmouth Public Art hosts a live breakdancing competition featuring local talent. This interactive activation energizes the community and highlights youth engagement and artistic expression with grand prizes.

Bar and tables set up on the patio with food and drink specials. This happy hour-style activation encourages social engagement and provides a relaxed space for festivalgoers to connect.

DJ Mike Millz aka Mike Milbourn will provide live acoustic guitar and an interactive musical performance. Mike is a multifaceted musician, DJ, and live performer with a passion for blending genres such as R&B, hip-hop, and rock. Milbourn is also a member of the band SNSHWRVB.

Games, beer, beats and music from local producers and soundmakers featuring Virginia producer, Soulful Loops. Open invite for local musicians and engineers. Guests leave with the buzz of music brewing.

COFFEE BLACK HOUSE+ ep.4 – is a creative third space experience curated by the cultural agency Coffee Black, blending the energy of a live DJ sets, tiny desk style performance, the vibe of a pop-up lounge, and the depth of a storytelling platform. A staple to High Street Fest year over year.