The ‘Internet Governance Diplomacy’ workshop in Kingston, brought together participants from Jamaica and several other Caribbean countries. The lively discussions covered issues such as infrastructure and standardisation, legal, economic, socio-cultural, and development. Participants role-played as different stakeholders in an interactive simulation exercise focusing on content management, universal broadband access, and e-commerce taxation. Discussions did not stop at the end of the workshop: Diplo and ICT4D Jamaica continued what started during the workshop through the project’s online community site.