Trade wind regions cover most of the tropical oceans, and the prevailing cloud type is shallow cumulus. These small clouds are parameterized by climate models, and changes in their radiative effects strongly and directly contribute to the spread in estimates of climate sensitivity. This study investigates the structure and variability of these clouds in observations and climate models. The study builds upon recent detailed model evaluations using observations from the island of Barbados. Using a dynamical regimes framework, satellite and reanalysis products are used to compare the Barbados region and the broader tropics. It is shown that clouds in the Barbados region are similar to those across the trade wind regions, implying that observational findings from the Barbados Cloud Observatory are relevant to clouds across the tropics. The same methods are applied to climate models to evaluate the simulated clouds. The models generally capture the cloud radiative effect, but underestimate cloud cover and show an array of cloud vertical structures. Some models show strong biases in the environment of the Barbados region in summer, weakening the connection between the regional biases and those across the tropics. Even bearing that limitation in mind, it is shown that covariations of cloud and environmental properties in the models are inconsistent with observations. The models tend to misrepresent sensitivity to moisture variations and inversion characteristics. These model errors are likely connected to cloud feedback in climate projections, and highlight the importance of the representation of shallow cumulus convection.trade wind clouds | climate models | shallow cumulus | Barbados I s the cloud structure and variability observed at a single location over a long time representative of more general regimes of clouds? This is the conceit of long-term observational "super sites" but has rarely been evaluated (1, 2). This work focuses on clouds found in trade wind regions, which are mostly shallow cumulus, and asks whether findings from the Barbados Cloud Observatory (BCO) are generalizable to the broader tropics in observations and climate models. We will evaluate cloud properties and the environment in which the clouds form across 12 climate models within these regions. This emphasis on the trades is motivated by several factors: (i) Previous studies suggest these are the regions that lead to much of the spread in estimates of climate sensitivity (3, 4), (ii) there is a dearth of evaluation of shallow cumulus in climate models (5), and (iii) space-based and ground-based observations of the trades have recently become available (6-8). This focus on trade wind regions is unique but builds upon previous, broader model evaluations that have, among other things, shown improvements in near-global cloud properties in the latest generation of climate models (9) and provided an overview of the vertical structure of cloud fraction (CF) and cloud water content over tropical oceans (10). Ref. 11 explores low-level, tropical clou...