The 2nd Annual History of the Bay Day took over The Midway on Saturday, October 19, enveloping attendees in the authentic spirit of Bay Area hip-hop. Curated and hosted by the multi-talented Dregs One, this day-long festival honored the Bay’s enduring cultural impact, merging music, dance, art, and community into one unforgettable celebration. With Folded Waffle proudly among the top sponsors, the event was an opportunity to unite hip-hop lovers while promoting Bay Area pride.
The Midway was the perfect venue for the event, offering a mix of indoor and outdoor stages, a rooftop lounge, and a gallery filled with graffiti and skate culture photography curated by FTC Skateboarding. The eclectic space created an immersive environment, bringing together every facet of Bay Area culture. Upon entry, the buzz of excitement was evident—people milled between the stages, vendor booths, and art installations, eager for the day’s experiences to unfold.
The event kicked off with DJ Lexx Jonez setting the tone, spinning a range of Bay Area anthems that quickly got the crowd hyped. Shortly after, the festival began in earnest with Dregs One and a live episode of the History of the Bay podcast, featuring the one and only Chuy Gomez. Known for his deep ties to the Bay’s music scene, Chuy’s charismatic presence brought the event’s history-focused mission to life, engaging the crowd with discussions about the people, moments, and movements that shaped the region’s unique hip-hop legacy.
Next up was the Women in Hip-Hop Panel, moderated by KQED’s Nastia Voynovskya, which featured DJ Shellheart, Shay Diddy, and Xarina. The panel was a standout, addressing the triumphs and challenges women face in the hip-hop industry. Their candid stories and insights struck a chord with the audience, showing the progress of female representation in the Bay and igniting much-needed conversations.
As DJ MindMotion and Dj Amal kept the vibes flowing with his set, the History of Bay Area Dance Cypher took center stage. Led by Franco Finn, hype man for the Golden State Warriors, this segment featured local dance crews Demons of the Mind, Floor Gangz, and Turf Feinz. Their turfing, breaking, and strutting performances captivated the audience, who cheered as each crew showcased the distinct dance styles that have become synonymous with the Bay Area’s street culture.
By mid-afternoon, the festival hit a sentimental note with the presentation of the Lifetime Achievement Award to Rappin’ 4-Tay, a figurehead of Bay Area hip-hop. This moment was met with cheers from the crowd as they honored a living legend who continues to influence the region’s music scene.
After an unexpected guest appearance kept the energy going, DJ Drew Banga transitioned the vibe as the performances picked up pace. As dusk fell, B-Legit took the stage, performing a set packed with West Coast classics that had the crowd on their feet, throwing up the “Westside” signs in tribute. Dru Down followed with his unmistakable swagger, performing hit after hit, evoking nostalgia for the Bay Area’s golden era of rap.
Another surprise guest made an appearance just before Dregs One returned to the stage, this time as a performer. The festival’s creator delivered a powerful set, mixing thought-provoking lyrics with raw emotion, proving why he’s a beloved figure in the Bay’s underground scene.
Kamaiyah took over next, bringing modern Bay Area energy with her infectious charisma and catchy hooks. Her performance was a reminder that the Bay’s influence continues through its rising stars, balancing respect for the past with an eye on the future.
Daboii followed, representing the new wave of Bay Area talent. His energetic performance shook the crowd as he delivered high-octane tracks that proved the next generation of Bay Area hip-hop is thriving. DJ Mind Motion kept the party going, expertly blending old-school classics with modern hits that had the crowd moving.
Finally, Souls of Mischief took the stage, delivering a masterclass in lyrical dexterity and flow. Their timeless tracks brought the audience back to the roots of Bay Area hip-hop, closing their set to roaring applause. As the night came to a close, Mob Figaz delivered a heartfelt tribute to the late Jacka, reminding everyone of the powerful connections that run through the Bay’s hip-hop community. Their closing performance was both a celebration and a homage, wrapping up the festival on a high yet emotional note.
History of the Bay Day was more than a music festival—it was a vibrant cultural gathering. The day offered everything from skate photo galleries and live graffiti art by King 157 and Mark Bodé to community vendors and rooftop hangouts. Folded Waffle used this opportunity to connect with the local “waffle fam,” creating an intimate and authentic experience amidst the larger celebration.
The festival encapsulated the essence of Bay Area culture—bold, innovative, and unapologetically rooted in community. With a perfect blend of old-school legends, rising stars, and cultural experiences, History of the Bay Day once again solidified its place as a must-attend event, honoring the past while pushing the Bay’s hip-hop legacy forward.