Caribbean POSH has officially announced the distinguished honorees for the 2026 Caribbean POSH ICON Woman Awards, taking place on June 26, 2026, at Ocean Seven on Peter Island as part of Caribbean POSH Weekend 2026.
Celebrating 10 Years of Purpose and POSH, Caribbean POSH Weekend 2026 will commemorate a decade of building a regional platform dedicated to elevating Caribbean women through visibility, connection, collaboration, and opportunity. This year’s ICON Woman Awards will honor an exceptional group of Caribbean women whose leadership continues to shape the future of the region across government, tourism, media, entrepreneurship, sustainability, and community development.
With regional leaders, entrepreneurs, media professionals, and changemakers gathering in the Territory, Caribbean POSH Weekend 2026 also continues to position the British Virgin Islands as a destination for meaningful regional dialogue, women’s leadership, cultural exchange, and elevated Caribbean experiences. The event brings together attendees from across the Caribbean and diaspora while showcasing the BVI’s hospitality, tourism product, entrepreneurial spirit, and growing role as a hub for regional collaboration and connection.
The 2026 honorees include:
- The Honourable Cora Richardson-Hodge — Premier of Anguilla
- Dr. Legena Henry — Founder & CEO of Rum & Sargassum
- Dona Regis-Prosper — Secretary-General & CEO of the Caribbean Tourism Organization
- Jennifer Matarangas-King — Commissioner of the U.S. Virgin Islands Department of Tourism
- Hilma Roebuck — Owner/Operating Manager, 101.3 ROEFM WEVI
- Lynette Harrigan — MBE, Niche Marketing/Tourism Liaison Manager, BVI Tourist Board
Premier Cora Richardson-Hodge will also serve as the 2026 keynote speaker for the Caribbean POSH ICON Woman Awards, bringing a timely and powerful perspective on leadership, innovation, regional growth, and the future of Caribbean women in leadership.
“As Caribbean POSH celebrates 10 Years of Purpose and POSH, we are proud to honour women helping shape the future of the region,” said Janette Brin, Founder & CEO of Caribbean POSH. “This year’s honourees represent visionary leadership, innovation, resilience, and impact at a time when the Caribbean is navigating important conversations around economic growth, sustainability, tourism, entrepreneurship, and regional collaboration. Hosting this milestone celebration in the British Virgin Islands, particularly at Ocean Seven on Peter Island, also creates an important opportunity to further position the Territory as a destination where regional leadership, culture, business, and tourism intersect.”
As the first woman to serve as Premier of Anguilla, Cora Richardson-Hodge continues to make history while helping shape a bold vision for the future of the Caribbean. Guided by a “People First” agenda centered on People, Purpose, and Prosperity, she has emerged as one of the region’s leading voices in governance, innovation, and national development. As this year’s keynote speaker, Premier Richardson-Hodge is expected to help set the tone for meaningful conversations surrounding leadership, opportunity, and the future of the Caribbean region.
Dr. Legena Henry is being recognized for her innovative work within sustainability and entrepreneurship, transforming environmental challenges into opportunity while helping advance conversations around climate resilience, environmental innovation, and economic development in the Caribbean.
As the first woman to lead the Caribbean Tourism Organization, Dona Regis-Prosper continues to play a pivotal role in shaping the future of Caribbean tourism through regional collaboration, strategic leadership, and sustainable destination development.
Jennifer Matarangas-King is being honored for her leadership in advancing the visibility and growth of the U.S. Virgin Islands tourism product while championing Caribbean culture, destination development, and regional tourism partnerships.
Hilma Roebuck is being honored for her longstanding contributions to media and communications within the Virgin Islands community, helping amplify Caribbean voices, stories, culture, and community connection through radio broadcasting.
Awarded an MBE for her contributions to tourism and community service, Lynette Harrigan has spent decades strengthening and elevating the tourism industry of the British Virgin Islands while becoming known for her professionalism, warmth, and commitment to creating welcoming experiences for visitors and residents alike.
The Caribbean POSH ICON Woman Awards were created to celebrate and elevate Caribbean women whose work creates meaningful impact throughout the region and diaspora. More than an awards ceremony, the platform seeks to increase visibility, foster connection, and inspire future generations of Caribbean women leaders.
Caribbean POSH Weekend 2026 will take place June 25–30, 2026, in the British Virgin Islands under the theme: “The Future of the Caribbean: Connection, Collaboration & Growth.”
The multi-day experience will include the ICON Woman Awards, the POSHgirl POWER Brunch, the PINK Sunday Sunset Sail, curated cultural experiences, networking opportunities, and regional conversations centered around the future of Caribbean leadership and innovation.