Existing validation of mean wind speed estimates via reflectometry from global navigation systems of satellites (GNSS-R)—has been largely limited in spatial coverage to equatorial buoys or tropical cyclone events near continental United States. Two alternative validation techniques are presented for the Cyclone GNSS (CYGNSS) mission using surface-based observations along coasts and coral reefs instead of buoys, and triple collocation analysis (TCA) instead of a 1:1 gridded comparison for tropical cyclone (TC) events. For the surface-based analysis, Fully Developed Seas (FDS) v3.2 and NOAA v1.2 were compared to anemometer data provided by the Australian Bureau of Meteorology across the Australia and Pacific regions. Overall, the products performed similarly to previous studies with NOAA having higher correlations and lower errors than FDS, though FDS performed better than NOAA over the Australian dataset for high wind speed events. TCA was used to validate NOAA v1.2 and Merged v3.2 datasets with other satellite remotely sensed products from the Soil Moisture Active Passive (SMAP) mission and Synthetic Aperture Radar (SAR). Both additive and multiplicative error models for TCA were applied. The performance overall was similar between the two products, with NOAA producing higher errors. NOAA performed better than Merged for mean winds above 17 m/s as the large temporal averaging reduced sensitivity to high winds. For SMAP winds above 17 m/s, NOAA’s average bias (−2.1 m/s) was significantly smaller than the average bias in Merged (−4.4 m/s). Future ideas for rapid intensification detection and constellation design are discussed.