A new line of research on communications and signals design for Wireless Power Transfer (WPT) has recently emerged in the communication literature. Promising signal strategies to maximize the power transfer efficiency of WPT rely on (energy) beamforming, waveform, modulation and transmit diversity, and a combination thereof. The study of those strategies has so far been limited to theoretical performance analysis. In this paper, we study the real over-the-air performance of all the aforementioned signal strategies for WPT. To that end, we have designed, prototyped and experimented an innovative radiative WPT architecture based on Software-Defined Radio (SDR) that can operate in open-loop and closed-loop (with channel acquisition at the transmitter) modes. The prototype consists of three important blocks, namely the channel estimator, the signal generator, and the energy harvester. The experiments have been conducted in a variety of deployments, including frequency flat and frequency selective channels, under static and mobility conditions. Experiments highlight that a channel-adaptive WPT architecture relying on a 2-transmit antenna 16-sinewave waveform offers a 350% performance improvement in harvested DC power over a conventional single-antenna continuous wave. The experimental results fully validate the observations predicted from the theoretical signal designs and confirm the crucial and beneficial role played by the energy harvester nonlinearity.