Caribbean women honored at 2026 Caribbean POSH ICON Woman Awards

Fifteen Caribbean women were recognized for their leadership, innovation and contributions to the region at the 2026 Caribbean POSH ICON Woman Awards, held as part of the 10th Annual Caribbean POSH Weekend.

The milestone event, hosted in the British Virgin Islands under the theme “The Future of the Caribbean: Connection, Collaboration & Growth,” brought together entrepreneurs, government leaders, tourism executives, creatives and community changemakers from across the Caribbean and diaspora for several days of discussions, networking, cultural experiences and celebrations.

This year’s award recipients represented seven Caribbean territories: Trinidad and Tobago, Jamaica, St. Maarten, the U.S. Virgin Islands, St. Kitts and Nevis, The Bahamas, and the British Virgin Islands.

Trinidad and Tobago received the highest number of awards, capturing seven of the 15 categories. Winners from across the region were recognized in areas including entrepreneurship, education, health advocacy, youth leadership, fashion, digital influence, wellness, film, sports, culture, culinary arts, performing arts and community development.

The Caribbean POSH ICON Woman Awards, now in their 10th year, have become a regional platform recognizing women whose work is driving change across industries and inspiring future generations of leaders.

“This year’s awards were a powerful reminder of the extraordinary women who continue to shape the future of the Caribbean,” said Janette Brin, founder and CEO of Caribbean POSH.

“For 10 years, Caribbean POSH has been committed to celebrating women whose leadership often goes unrecognized. Every winner represents courage, resilience, innovation and service, and together they remind us that Caribbean excellence knows no borders.”

The celebration also honoured six regional leaders whose careers have contributed to the advancement of the Caribbean. The honourees included Anguilla Premier Cora Richardson-Hodge; Dr. Legena Henry, founder and CEO of Rum & Sargassum; Dona Regis-Prosper, secretary-general and CEO of the Caribbean Tourism Organization; Jennifer Matarangas-King, commissioner of the U.S. Virgin Islands Department of Tourism; Hilma Roebuck, owner and operating manager of 101.3 ROEFM WEVI; and Lynette Harrigan, MBE, niche marketing/tourism liaison manager at the BVI Tourist Board.

Richardson-Hodge delivered the keynote address, focusing on visionary leadership, regional collaboration and creating opportunities for future generations of Caribbean women.

Beyond the awards ceremony, Caribbean POSH Weekend featured events including the POSHgirl POWER Brunch, the signature PINK Sunday Sunset Sail, networking opportunities, leadership discussions and cultural activities designed to strengthen connections among Caribbean women.

Founded as a magazine, Caribbean POSH has expanded into a regional platform focused on increasing the visibility of Caribbean women through storytelling, recognition, leadership and community-building initiatives.

“As we celebrate 10 years of Caribbean POSH, we are incredibly proud of the community we have built,” Brin said.

“Our mission has always been bigger than an awards programme. It’s about creating a movement that celebrates Caribbean women, amplifies their stories, builds meaningful regional relationships and ensures their contributions are recognized throughout the Caribbean and around the world.”

As the organization enters its second decade, Caribbean POSH said it will continue creating opportunities for Caribbean women to connect, collaborate and lead while highlighting those shaping a stronger and more united region.