Small rooms.
Big moves.
Four flagship moments across 2026 — workshops, a virtual summit, a Silicon Valley delegation, and the Islandpreneur Live + Awards. Members attend most events free.
Workshop
ESSENTIALS Bimonthly Workshop Series
Practical AI, finance, and marketing skills for modern Caribbean businesses.
Flagship
moments
4
Curated for 2026, across the region & beyond.
Members go free
Join the Society — most workshops and the summit included.
The 2026 calendar
Four moments. One through-line.
ESSENTIALS Bimonthly Workshop Series
Hands-on sessions equipping Caribbean entrepreneurs, professionals, and SMEs with AI, finance, and marketing skills to build modern businesses and grow beyond the islands.
View & book
Grow @ AI Islands Virtual Summit
A full-day virtual summit uniting Caribbean entrepreneurs, regional leaders, and global AI innovators. Free morning keynotes, paid afternoon implementation workshops.
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AI Islands Leadership Summit — Silicon Valley
An exclusive curated delegation taking Caribbean leaders inside the global AI ecosystem — tech campuses, founder roundtables, and investor networks. Application required.
View & book
Islandpreneur Live + Islandpreneur Awards
The flagship annual gathering during Global Entrepreneurship Week. Keynotes, panels, activations, and the prestigious Awards celebrating Caribbean innovators building the AI-powered future.
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