Caribbean Festival Returns to Poughkeepsie After 15 Years, Celebrating Culture, Community, and Unity

After a 15-year absence, the vibrant rhythms, flavors, and colors of the Caribbean returned to Poughkeepsie, New York, as the Caribbean Festival made a triumphant comeback to Waryas Park last weekend. Organized by the newly formed Caribbean Association of the Hudson Valley, the event drew residents and visitors alike to celebrate Caribbean heritage, culture, and community spirit.

A Vision Realized Through Leadership

Poughkeepsie Mayor Yvonne D. Flowers, a key force behind the festival’s revival, called the day “phenomenal and long overdue.”

“We all enjoyed the sounds of live music, amazing food, the jerk chicken contest, and the colorful costumes,” said Mayor Flowers. “The day was full of positive energy and pride… Events like this are cherished in our city because they unite us, inspire us, and showcase the beautiful diversity that makes our community so special.”

Planning for the festival began in February 2025, and by April, the Caribbean Association of the Hudson Valley was officially established. The organizing team, supported by the mayor, worked closely with the city to secure permits and approvals to bring the event to life. Core members included Councilman Christopher Grant, Vassell G. O’Gilvie, Collin Miller, Delroy Clarke, Adrian Wedderburn, Tijuana Vann, and Winston Strachan.

A Celebration of Caribbean Culture

With Jamaican flags waving proudly, festival attendees commemorated Jamaica’s Emancipation and Independence, embracing the joyous energy of the day. Live performances and DJ sets filled the air with the sounds of reggae, ska, and dancehall, while The Big Takeover—a local reggae and world music band—brought the crowd to life with favorites like Sophia George’s “Girlie Girlie”, Bob Marley’s “Iron Zion”, and original songs like “Spilling Water.”

The event offered a rich variety of family-friendly activities including:

A jerk chicken contest
Face painting and a bouncy house for children
A costume contest showcasing vibrant Caribbean attire
Local vendors and food stalls offering authentic Caribbean dishes

“It was an excellent show of support from the community at large,” said Vassell G. O’Gilvie, a Jamaican-born member of the association and one of the event organizers.

Honoring History and Heritage

Adding historical depth to the event, Frederick Douglass’ great-grandson was in attendance, drawing a powerful connection to Douglass’ 1858 speech in Poughkeepsie on Caribbean emancipation. The presence of his descendant served as a poignant reminder of the city’s longstanding ties to Black history and the global fight for freedom and justice.

Other notable guests included City Administrator Joseph Donat and Sir Walford, a beloved emcee from Albany’s 90.9FM WCDB.

A Commitment to Inclusion and Growth

Mayor Flowers reaffirmed her dedication to celebrating all cultural communities within Poughkeepsie:

“I will continue to support the Caribbean community just as we do for all our diverse populations in Poughkeepsie. We will keep promoting initiatives that foster unity, cultural awareness, and respect for one another.”

She also highlighted the economic and social contributions of the Caribbean community to the city:

“There are numerous Caribbean business owners who contribute to the growth and vitality of our city. Many residents from the Caribbean community give back through programs like free book bag giveaways, summer soccer camps, and food and healthcare assistance.”

Community and Sponsor Support

This year’s festival was made possible by the generous support of local businesses and community leaders. Sponsors included:

Steven Neshiewat, Attorney at Law
Golden Krust Restaurant
Sylvia’s Restaurant
Clarke Realty
TEG Credit Union
Millennium Home Care
McHoul Funeral Home
Kings Fashions
Hudson Valley Dynamic Counseling LCSW PC
New Hope Ambulette
DC & G Mechanical
Governess Restaurant
Rhodes Funeral Home

Looking Ahead

The 2025 Caribbean Festival not only marked a joyful return but also laid the foundation for a continued tradition in Poughkeepsie. With strong community support, dedicated leadership, and a celebration of culture at its core, the festival is poised to become an annual staple once again.

As the music faded and the crowds dispersed, one thing was clear: Caribbean culture is deeply woven into the fabric of Poughkeepsie—and its spirit is here to stay.