Cross-city point-of-interest (POI) recommendation is crucial for navigating unfamiliar urban environments, yet its progress has historically been constrained by data limitations. Using the recently proposed large-scale benchmark Trip World, we empirically re-examine whether conclusions drawn on small prior benchmarks still hold under worldwide coverage, low home-destination region overlap, and large, semantically rich POI inventories. Our evaluation surfaces three bottlenecks of representative state-of-the-art methods: (1) hometown-aware models appear to rely more on destination-region priors than on user-specific preference transfer; (2) their accuracy-efficiency trade-off degrades at this scale, where the simplest model is among the strongest; and (3) existing mechanisms for integrating semantic metadata yield little benefit. We further include a diagnostic pilot on agentic methods adapted from next-POI recommendation, finding that naive adaptation trails a simple popularity prior even though the relevant semantic signal is present in the data. These results highlight the need for task-specific designs that support cross-city preference transfer, semantic grounding, and scalable reasoning over unseen destination inventories.

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