Many deployed systems expose black-box objectives whose minimizing configuration shifts with an externally observed context. When contexts revisit a small set of latent regimes, an optimizer that discards history pays repeated adaptation cost; when each step must remain inexpensive, full Gaussian-process (GP) refits at high observation counts are difficult to sustain. We cast online tuning as context-conditioned regret minimization and present RASP-Tuner, which instantiates a decomposition motivated by first principles: (i) identify a regime proxy by retrieving similar past contexts; (ii) predict short-horizon loss with a mixture-of-experts surrogate whose input concatenates parameters, context, and a retrieved soft prompt; (iii) adapt chiefly in a low-dimensional prompt subspace, invoking full surrogate updates only when scalarized error or disagreement spikes. A RealErrorComposer maps heterogeneous streaming metrics to [0,1] via EMA-stabilized logistic scores, supplying a single differentiable training target. On nine synthetic non-stationary benchmarks, an adversarial-context sanity check, and three tabular real-world streams (Section on real-world experiments), RASP-Tuner improves or matches cumulative regret relative to our GP-UCB and CMA-ES implementations on seven of nine synthetic tasks under paired tests at horizon T=100, while recording 8-12 times lower wall-clock per step than sliding-window GP-UCB on identical hardware. Idealized analysis in a cluster-separated, strongly convex regime model (RA-GD) supplies sufficient conditions for bounded dynamic regret; the deployed pipeline violates several of these premises, and we articulate which gaps remain open.