Point Comfort Art Fair + Show

Art, history and community converge in Point Comfort Art Fair + Show, presented by Hampton Art Lovers at the Historic Ward Rooming House in Overtown during Miami Art Week/Art Basel/Soul Basel 2025.

Now in its latest edition, the fair transforms the historic site and surrounding gardens into a dynamic cultural hub where art, dialogue and heritage intersect. This year’s theme, Life & Times of Frederick Douglass, honors one of America’s most influential abolitionists and thinkers through the lens of contemporary artistic expression. The exhibition and accompanying Indaba Lounge Series invite audiences to reflect on struggle, resilience and self-determination—values that continue to shape creative and civic life today.

Within the outdoor art fair, visitors can explore an expansive 80-by-40-foot tent and garden gallery featuring works by celebrated artists including Carl E. Moore, Tasanee Durrett, Musa Hixon, Tiffani Glenn, Chris Clark, Brandon Clarke, Benford Stellmacher, Phillip Shung, Judy Bowman, Rodney “Buck” Herring and Milton Mizell. Their collective voices engage themes of identity, transformation and empowerment, drawing inspiration from Douglass’s enduring legacy as an orator, author and statesman.

Inside the Historic Ward Rooming House, Prophet of Freedom | Featuring the Art of Alvin C. Hollingsworth anchors the art show. Hollingsworth’s visionary Prophet Series (1970) captures the moral and spiritual strength of modern African American leaders through vivid imagery and symbolic use of light and color. His exploration of prophetic themes echoes the writings of historian David W. Blight, who described Frederick Douglass as a “voice of conscience” and moral guide for the nation. The installation highlights how both artist and subject used their respective mediums, painting and speech, to illuminate truth, hope and justice.

Complementing the exhibitions, the Indaba Lounge Series brings together art, conversation and music in a setting designed for exchange and reflection. Named after the Swahili word for “meeting of great minds,” the series includes the opening reception, artist talks, cultural panels and evening sessions with live music curated by guest musicologists.

Point Comfort Art Fair + Show takes place December 4–7 at the Historic Ward Rooming House in Historic Overtown. Sponsored by the Southeast Overtown/Park West Community Redevelopment Agency, Simkins Family Foundation, Art of Black Miami (Greater Miami Convention & Visitors Bureau), 100 Black Men of Florida, Miami-Dade Economic Advocacy Trust, FIU-Wolfsonian Public Humanities Lab, Florida Rights Restoration Coalition, E11even Vodka and Duke + Dame Whiskey.

Art of Black Miami