From 11 April to 11 June 2018 a new type of ocean observing platform, the Saildrone surface vehicle, collected data on a round-trip, 60-day cruise from San Francisco Bay, down the U.S. and Mexican coast to Guadalupe Island. The cruise track was selected to optimize the science team’s validation and science objectives. The validation objectives include establishing the accuracy of these new measurements. The scientific objectives include validation of satellite-derived fluxes, sea surface temperatures, and wind vectors and studies of upwelling dynamics, river plumes, air–sea interactions including frontal regions, and diurnal warming regions. On this deployment, the Saildrone carried 16 atmospheric and oceanographic sensors. Future planned cruises (with open data policies) are focused on improving our understanding of air–sea fluxes in the Arctic Ocean and around North Brazil Current rings. The California coastal waters are important for the economy, society (this is the coast of the most populous state in the union), national security (they are the home waters of the Navy’s Pacific fleet), and environment (it is along an eastern boundary current with biologically important upwelling). In the California Current region, the air–land–sea interface is complex, characterized by coastal promontories, upwelling jets and shadows, river plumes, and a narrow continental shelf that affects coastal dynamics producing highly variable sea surface temperature (SST) and concentration of the photosynthetic pigment chlorophyll a (Chl) (Checkley and Barth 2009; Strub and James 1995; Kelly et al. 1998; Brink et al. 2000). Along the U.S. and Mexican west coast, upwelling induces a flux of cold, nutrient-rich, dense, low-in-oxygen, and acidic waters to the surface ocean layers, leading to important air–sea and coastal–open ocean interactions (Sverdrup et al. 1942). Due to its economic importance, the California Current System is one of the most studied and well-monitored upwelling systems in the world, including high-frequency (HF) radar for surface currents, regular oceanographic research cruises, and moored buoys for near-surface meteorological measurements and ocean temperature. Yet, even in this heavily sampled region, there are substantial gaps not filled by the current sampling strategy. Geostationary and polar-orbiting satellites provide discrete glimpses of the spatial structuring at the air–sea interface for a limited subset of environmental parameters. Temporal evolution of features can be provided by moored buoys but the fixed locations limit their use in understanding spatiotemporal structures and spatial scales of dynamical interactions. Other in situ platforms, such as subsurface gliders, floats, and drifters, provide valuable vertical and subsurface oceanographic measurements critical for measuring ocean heat content and transport, ocean velocities, thermohaline circulation, and other oceanographic applications. Wave Gliders provide both surface atmospheric (wind speed and direction, atmospheric pressure, and air temperature) and subsurface oceanographic observations and are able to travel at velocities of typically 0.8 m s‒1. The Saildrone measurements provide significant value to certain types of scientific studies through their design as a solar-powered, movable, steerable platform that samples a wide variety of air–sea-interface and upper-ocean parameters, especially in regions where it is difficult to deploy and maintain other types of assets. Wave Gliders and Saildrones both provide air–sea measurements that address the need for flexible, deployable, movable in situ observational assets, with each vehicle providing different capabilities for different types of scientific investigations. Wave Gliders can provide subsurface observations while Saildrones provide interfacial observations. The Saildrone vehicle’s advantage is for science applications needing rapid spatial sampling (it can travel at up to 4 m s‒1), with additional atmospheric and oceanographic measurements needed to advance research into upwelling dynamics, submesoscale variability, and air–sea fluxes in the vicinity of ocean fronts, diurnal warming modeling, carbon cycling, and biophysical interactions and coupled atmosphere–ocean modeling and data assimilation. It is important to assess the accuracy of Saildrone observations for science. We believe that such an assessment is important for two reasons: first, the Saildrone business model is different from the way research has been previously accomplished. Instead of purchasing equipment, which scientists then maintain, calibrate, and deploy, Saildrone owns and operates the vehicles and sensors, it is the data that are purchased. Second, there may be deployment issues associated with some of the instruments because of the nature of the vehicle. In the following we touch briefly on the former with a bit more discussion devoted to the latter.