This article addresses the climate adaptation tracking gap. Indeed, we still ignore the intensity, nature, spatial distribution, effectiveness, and recent evolution of adaptation efforts at the national, regional, and global scales. We propose a web-based replicable assessment method using key variables to document adaptation efforts: country/territory, location, goal, implementation date, type of action, holder, funding source. Applying it to the Caribbean region, we analyzed 100 coastal adaptation actions. This studies the method while also highlighting the difficulties faced to track adaptation. We found that coastal adaptation efforts are substantial and increasing in the Caribbean, revealing the use of diversified adaptation actions; prevalence of hard protection (51%); increase use of Nature-based Solutions (22%); limited use of retreat (6%); and accommodation (2%). Combined actions (17%) increased over time, due to the failure of single actions and need to find tradeoffs between human asset protection encouraging hard protection and the maintenance of attractive tourist beaches encouraging beach nourishment. Puerto Rico and Trinidad and Tobago fall under the engineering-based “one-size-fits-all” adaptation model, whereas Jamaica and Barbados experiment diversified options and combinations of options. Jamaica, Puerto Rico, Trinidad and Tobago, and Barbados are particularly active in taking adaptation action, while most dependent islands and sub-national island jurisdictions have no adaptation action reported. Considering the advantages and limitations of a web-based method compared to a field-based approach, we recommend the combined use of these two complementary approaches to support adaptation tracking and help structuring communities of practice to the benefits of decision-makers and practitioners and scholars.