Caribbean libraries are being challenged to adapt to changes in the external environment. Challenges in the form of budget cuts and shrinking resources, retraining staff and reorganizing workflows, delivering traditional and innovative services to an Internet -savvy consumer, and competition from aggressive rival information services such as Google. As a result of these and other challenges in this increasingly complex and virtual environment, library administrators have been coerced into becoming more creative in their attempt to provide new and improved facilities, products and services. This paper analyses the linkages between Web 2.0, Library 2.0 and Librarian 2.0 and discusses the benefits of developing library services centered on the Web 2.0 model. The paper identifies specific Web 2.0 technologies such as blogs, wikis, social networks, folksonomies (tagging and tag clouds), RSS feeds, podcasts, instant messaging and mashups and suggests ways Caribbean libraries can harness and integrate these technologies to provide innovative and sustainable library services. The paper also provides a comprehensive resource list of these emerging technologies which are available free on the Internet.