One of the main goals of the Tropical Composition, Cloud and Climate Coupling Experiment (TC4) during July and August 2007 was to gain a better understanding of the formation and life cycle of cirrus clouds in the upper troposphere and lower stratosphere and how their presence affects the exchange of water vapor between these layers. Additionally, it is important to compare in situ measurements taken by aircraft instruments with products derived from satellite observations and find a meaningful way to interpret the results. In this study, cloud properties derived using radiance measurements from the Geostationary Operational Environmental Satellite (GOES) imagers are compared to similar quantities from aircraft in situ observations and are examined for meaningful relationships. A new method using dual‐angle satellite measurements is used to derive the ice water content (IWC) for the top portion of deep convective clouds and anvils. The results show the in situ and remotely sensed mean microphysical properties agree to within ∼10 mm in the top few kilometers of thick anvils despite the vastly different temporal and spatial resolutions of the aircraft and satellite instruments. Mean particle size and IWC are shown to increase with decreasing altitude in the top few kilometers of the cloud. Given these relationships, it may be possible to derive parameterizations for effective particle size and IWC as a function of altitude from satellite observations.